# Fireman Jim Flynn

Andrew Chiariglione (24 December 1879 – 12 April 1935), usually known as Fireman Jim Flynn, was an American boxer of the early twentieth century who twice attempted to take the World Heavyweight Title without success. He is often remembered as the only boxer ever to knock out the formidable Jack Dempsey.

## Professional career

A native of Hoboken, New Jersey, Flynn's first recorded fight was in 1899. Beginning his career in earnest by 1900, he was working as a railroad fireman in Pueblo, Colorado at the time.
Flynn was a relatively short but sturdy, tough, and clever light heavyweight who took on the greatest boxers of his era.

### First attempt at World Heavyweight Title, October 1906

He was first offered a shot at the World Heavyweight Title by heavyweight champion Tommy Burns. They met on 2 October 1906 in Los Angeles, California, with Burns stopping Flynn in the 15th round. The fight was an exciting one from the start, and Flynn was nearly down for the count more than once in the fourteenth. In the fifteenth round, Burns knocked Flynn to the canvas in the center of the ring for a full ten minutes before he could be revived. According to the Los Angeles Times, Burns was "given one of the hardest battles of his career", and "up to the fourteenth round Flynn was a strong as Burns". Flynn took terrible punishment in the fourteenth and final fifteenth round, however.
Flynn met Jack "Twin" Sullivan three times in 1906–07, drawing twice, and beating him once on points.
On 14 July 1909, Flynn met future Hall of Fame boxer Billy Papke in a ten-round Draw according to the Los Angeles Herald. The Los Angeles Times, however, gave the bout to Papke, as did the United Press. He had previously defeated Papke by newspaper decision on 19 March of that year in Los Angeles.
Flynn fought the highly rated Sam Langford in 1908 and twice more in 1910, losing twice and gaining a draw in their second match.

### Second attempt at World Heavyweight Title, July 1912

On 4 July 1912, in one of his most important bouts, Flynn challenged for the World Heavyweight Title a second time against Jack Johnson in Las Vegas, New Mexico. Despite being warned by the referee, Flynn continually attempted to headbutt Johnson, and the local sheriff eventually stepped in during the ninth round to stop the fight in Johnson's favor. Johnson won the fight decisively and was barely touched by the fists of Flynn, who was repeatedly the victim of Johnson's blows.
He continued to fight rated contenders including Battling Levinsky, Jack Dillon and Gunboat Smith.

#### Knockout victory over Jack Dempsey, February 1917

Flynn knocked out Jack Dempsey in a first round win in Murray, Utah, on 13 February 1917. Charging Dempsey from the opening bell, Flynn pushed Dempsey into position with his right, and knocked him out with a left to the chin, twenty-five seconds into the first round. Both boxers may have been distracted by a late start to the fight which began at midnight. Dempsey later denied having thrown the fight and said he lost because he was unable to warm up properly before the match and that he had injured his hand earlier setting pins in a bowling alley. Flynn became the only fighter ever to knock out Dempsey. Although boxing historian Monte Cox and others have questioned the legitimacy of the result claiming a pre-arranged fix, most contemporary historians concede the knockout to Flynn. A year later Flynn met Dempsey again, and this time Dempsey knocked out Flynn in the first round.
Flynn continued to fight into his 40s. He fought three bouts against Sam Langford, losing all three, and beat Tiger Flowers, the future middleweight champion, in 1923. He finally retired in 1925 after a 26-year ring career, with a final record of 76–46–22, including 33 wins by knockout.
He died of a heart attack on 12 April 1935 at the City Hospital in Los Angeles.

## Professional boxing record

All information in this section is derived from BoxRec, unless otherwise stated.

### Official Record

| 170 fights | 72 wins | 46 losses |
| By knockout | 56 | 26 |
| By decision | 10 | 16 |
| By disqualification | 6 | 4 |
| Draws | 22 | 22 |
| No contests | 2 | 2 |
| Newspaper decisions/draws | 28 | 28 |
All newspaper decisions are officially regarded as “no decision” bouts and are not counted in the win/loss/draw column.
| No. | Result | Record | Opponent | Type | Round | Date | Age | Location | Notes |
| 170 | Loss | 72–46–22 (30) | Steve Ramos | TKO | 2 (6) | Oct 30, 1925 | 45 years, 310 days | Capital City Arena, Phoenix, Arizona, U.S. | |
| 169 | Loss | 72–45–22 (30) | Tony Canales | PTS | 3 | Sep 8, 1925 | 45 years, 258 days | El Paso, Texas, U.S. | |
| 168 | Loss | 72–44–22 (30) | Sergeant Jack Lynch | PTS | 10 | May 16, 1925 | 45 years, 143 days | Kelly's Pastime Hall, Winslow, Arizona, U.S. | |
| 167 | Loss | 72–43–22 (30) | Young Spence | NWS | 10 | Sep 3, 1924 | 44 years, 254 days | Soledad Roof, San Antonio, Texas, U.S. | |
| 166 | Loss | 72–43–22 (29) | Sam Langford | PTS | 8 | Jan 6, 1924 | 44 years, 13 days | Ford's Arena, Ciudad Juarez, Chihuahua, Mexico | |
| 165 | Loss | 72–42–22 (29) | Sam Langford | KO | 3 (15) | Oct 19, 1923 | 43 years, 299 days | Mexico City, Distrito Federal, Mexico | |
| 164 | Win | 72–41–22 (29) | Tiger Flowers | RTD | 5 (?) | Sep 17, 1923 | 43 years, 267 days | Mexico City, Distrito Federal, Mexico | Flowers unable to continue because of an injured hand |
| 163 | Loss | 71–41–22 (29) | Andres Balsa | DQ | 8 (?) | Aug 5, 1923 | 43 years, 224 days | Mexico City, Distrito Federal, Mexico | |
| 162 | Loss | 71–40–22 (29) | Sam Langford | PTS | 10 | Aug 2, 1923 | 43 years, 221 days | Mexico City, Distrito Federal, Mexico | |
| 161 | Loss | 71–39–22 (29) | Sully Montgomery | KO | 3 (?) | Jun 2, 1923 | 43 years, 160 days | Mexico City, Distrito Federal, Mexico | |
| 160 | Draw | 71–38–22 (29) | Ole Anderson | PTS | 10 | May 26, 1922 | 42 years, 153 days | Omaha, Nebraska, U.S. | |
| 159 | Loss | 71–38–21 (29) | Chief Metoquah | KO | 6 (10) | May 3, 1922 | 42 years, 130 days | Guymon, Oklahoma, U.S. | |
| 158 | Win | 71–37–21 (29) | Mike Schubert | KO | 3 (?) | Apr 17, 1922 | 42 years, 114 days | Hoisington, Texas, U.S. | |
| 157 | Win | 70–37–21 (29) | Ben Sheff | KO | 2 (?) | Mar 17, 1922 | 42 years, 83 days | Fort Worth, Texas, U.S. | |
| 156 | Draw | 69–37–21 (29) | Abe Brennan | NWS | 10 | Feb 21, 1922 | 42 years, 59 days | Liberty A.C. Clubroom, Burkburnett, Texas, U.S. | |
| 155 | Loss | 69–37–21 (28) | Carl E. Morris | PTS | 10 | Feb 10, 1922 | 42 years, 48 days | Coliseum, Fort Worth, Texas, U.S. | |
| 154 | Loss | 69–36–21 (28) | Harvey Perkins | PTS | 10 | Dec 27, 1921 | 42 years, 3 days | Iris Theatre, Casper, Wyoming, U.S. | |
| 153 | Loss | 69–35–21 (28) | Ralph Brooks | NWS | 4 | Dec 17, 1921 | 41 years, 358 days | Forum, Wichita, Kansas, U.S. | |
| 152 | Win | 69–35–21 (27) | Sully Montgomery | PTS | 10 | Dec 14, 1921 | 41 years, 355 days | Fort Worth, Texas, U.S. | |
| 151 | Win | 68–35–21 (27) | Jack Danforth | KO | 1 (10) | Sep 28, 1921 | 41 years, 278 days | Pueblo, Colorado, U.S. | |
| 150 | Win | 67–35–21 (27) | George Coplen | KO | 1 (10) | Sep 5, 1921 | 41 years, 255 days | Cripple Creek, Colorado, U.S. | |
| 149 | Loss | 66–35–21 (27) | Willie Keeler | DQ | 11 (15) | Jul 4, 1921 | 41 years, 192 days | Hartman's Garage, Montrose, Colorado, U.S. | |
| 148 | Loss | 66–34–21 (27) | Tiny Jim Herman | PTS | 4 | Jan 29, 1921 | 41 years, 36 days | Armory, Seattle, Washington, U.S. | |
| 147 | Loss | 66–33–21 (27) | Noel "Boy" McCormick | PTS | 4 | Nov 30, 1920 | 40 years, 342 days | Crystal Pool, Seattle, Washington, U.S. | |
| 146 | Loss | 66–32–21 (27) | Young Hector | PTS | 4 | Nov 15, 1920 | 40 years, 327 days | Community House, Charleston, Washington, U.S. | |
| 145 | Loss | 66–31–21 (27) | Young Hector | PTS | 4 | Sep 24, 1920 | 40 years, 275 days | Elks Club, Bremerton, Washington, U.S. | |
| 144 | Win | 66–30–21 (27) | Steve Reynolds | PTS | 4 | Jun 17, 1920 | 40 years, 176 days | Liberty Park, Seattle, Washington, U.S. | |
| 143 | Loss | 65–30–21 (27) | Young Hector | TKO | 5 (6) | Jan 19, 1920 | 40 years, 26 days | Armory, Seattle, Washington, U.S. | |
| 142 | Draw | 65–29–21 (27) | Willie Keeler | PTS | 6 | Jan 1, 1920 | 40 years, 8 days | Armory, Yakima, Washington, U.S. | |
| 141 | Win | 65–29–20 (27) | Pete Jessler | TKO | 3 (?) | Nov 14, 1919 | 39 years, 325 days | Yakima, Washington, U.S. | |
| 140 | Loss | 64–29–20 (27) | Ole Anderson | PTS | 4 | Oct 3, 1919 | 39 years, 283 days | Aberdeen, Washington, U.S. | |
| 139 | Win | 64–28–20 (27) | Harry Aune | KO | 3 (10) | Sep 5, 1919 | 39 years, 255 days | Outdoor Arena, Mackay, Idaho, U.S. | |
| 138 | Loss | 63–28–20 (27) | Jimmy Darcy | PTS | 4 | May 7, 1919 | 39 years, 134 days | Dreamland Arena, San Diego, California, U.S. | |
| 137 | Loss | 63–27–20 (27) | Jerry Schumann | TKO | 2 (4) | Apr 11, 1919 | 39 years, 108 days | Dreamland Rink, San Francisco, California, U.S. | |
| 136 | Loss | 63–26–20 (27) | Bill LaRue | KO | 1 (4) | Feb 22, 1919 | 39 years, 60 days | Coliseum, San Francisco, California, U.S. | |
| 135 | Loss | 63–25–20 (27) | Jimmy Darcy | PTS | 6 | Feb 13, 1919 | 39 years, 51 days | Heilig Theater, Portland, Oregon, U.S. | |
| 134 | Loss | 63–24–20 (27) | Billy Miske | KO | 2 (10) | Dec 16, 1918 | 38 years, 357 days | Convention Hall, Tulsa, Oklahoma, U.S. | |
| 133 | Win | 63–23–20 (27) | Bob Williams | KO | 1 (10) | Nov 28, 1918 | 38 years, 339 days | Coliseum, Des Moines, Iowa, U.S. | |
| 132 | Win | 62–23–20 (27) | Hugh Walker | NWS | 10 | Jun 27, 1918 | 38 years, 185 days | Joplin, Missouri, U.S. | |
| 131 | Loss | 62–23–20 (26) | Jack Dempsey | KO | 1 (10) | Feb 14, 1918 | 38 years, 52 days | Fort Sheridan, Illinois, U.S. | |
| 130 | Loss | 62–22–20 (26) | Bob Devere | NWS | 10 | Mar 20, 1917 | 37 years, 86 days | Pioneer Sporting Club, New York City, New York, U.S. | |
| 129 | Win | 62–22–20 (25) | Jack Dempsey | KO | 1 (15) | Feb 13, 1917 | 37 years, 51 days | Trocadero Hall, Murray, Utah, U.S. | |
| 128 | Win | 61–22–20 (25) | Texas Tate | DQ | 3 (15) | Jul 25, 1916 | 36 years, 214 days | Chickasha, Oklahoma, U.S. | |
| 127 | Loss | 60–22–20 (25) | Jack Dillon | KO | 4 (15) | Jul 4, 1916 | 36 years, 193 days | Dewey, Oklahoma, U.S. | |
| 126 | Loss | 60–21–20 (25) | Fred Fulton | KO | 2 (10) | Mar 17, 1916 | 36 years, 84 days | Auditorium, Milwaukee, Wisconsin, U.S. | |
| 125 | Loss | 60–20–20 (25) | Jack Dillon | NWS | 10 | Mar 10, 1916 | 36 years, 77 days | Manhattan A.C., New York City, New York, U.S. | |
| 124 | Loss | 60–20–20 (24) | Battling Levinsky | NWS | 10 | Dec 25, 1915 | 36 years, 1 day | Broadway S.C., New York City, New York, U.S. | |
| 123 | Loss | 60–20–20 (23) | Jack Dillon | NWS | 10 | Nov 30, 1915 | 35 years, 341 days | Broadway S.C., New York City, New York, U.S. | |
| 122 | Draw | 60–20–20 (22) | Al Reich | PTS | 10 | Sep 22, 1915 | 35 years, 272 days | Kansas City, Missouri, U.S. | |
| 121 | Win | 60–20–19 (22) | Morgan Williams | TKO | 14 (15) | Sep 6, 1915 | 35 years, 256 days | Victor, Colorado, U.S. | |
| 120 | Win | 59–20–19 (22) | Andy Malloy | KO | 2 (20) | Jul 16, 1915 | 35 years, 204 days | Princess Theater, Pueblo, Colorado, U.S. | |
| 119 | Loss | 58–20–19 (22) | Jim Coffey | KO | 9 (10) | May 31, 1915 | 35 years, 158 days | Brighton Beach A.C., New York City, New York, U.S. | |
| 118 | Loss | 58–19–19 (22) | Gunboat Smith | NWS | 10 | Feb 1, 1915 | 35 years, 39 days | Ohio National Guard Armory, Cincinnati, Ohio, U.S. | |
| 117 | Win | 58–19–19 (21) | Al Reich | NWS | 10 | Jan 12, 1915 | 35 years, 19 days | Broadway S.C., New York City, New York, U.S. | |
| 116 | Loss | 58–19–19 (20) | Tony Ross | NWS | 10 | Jan 1, 1915 | 35 years, 8 days | Germania Hall, Rochester, New York, U.S. | |
| 115 | Win | 58–19–19 (19) | George Davis | KO | 7 (10) | Dec 26, 1914 | 35 years, 2 days | Elmwood Music Hall, Buffalo, New York, U.S. | |
| 114 | Loss | 57–19–19 (19) | Carl E. Morris | PTS | 10 | Oct 29, 1914 | 34 years, 309 days | Kansas City, Missouri, U.S. | |
| 113 | Loss | 57–18–19 (19) | Battling Levinsky | NWS | 10 | Oct 20, 1914 | 34 years, 300 days | Broadway S.C., New York City, New York, U.S. | |
| 112 | Loss | 57–18–19 (18) | Jack Dillon | PTS | 10 | Oct 5, 1914 | 34 years, 285 days | Association Park, Kansas City, Missouri, U.S. | |
| 111 | Win | 57–17–19 (18) | Al Norton | KO | 6 (10) | Sep 7, 1914 | 34 years, 257 days | Kansas City, Missouri, U.S. | |
| 110 | Loss | 56–17–19 (18) | Carl E. Morris | DQ | 9 (?) | Jun 8, 1914 | 34 years, 166 days | Joplin, Missouri, U.S. | |
| 109 | Loss | 56–16–19 (18) | Jim Coffey | KO | 4 (10) | Apr 24, 1914 | 34 years, 121 days | St. Nicholas Arena, New York City, New York, U.S. | |
| 108 | Draw | 56–15–19 (18) | Jack Dillon | PTS | 10 | Mar 3, 1914 | 34 years, 69 days | Grand Avenue A.C., Kansas City, Missouri, U.S. | |
| 107 | Win | 56–15–18 (18) | Jim Francis | KO | 4 (10) | Feb 14, 1914 | 34 years, 52 days | Salt Lake City, Utah, U.S. | |
| 106 | Win | 55–15–18 (18) | Tim Logan | KO | 2 (15) | Jan 20, 1914 | 34 years, 27 days | Rhode Island A.C., Thornton, Rhode Island, U.S. | |
| 105 | Win | 54–15–18 (18) | Jack Driscoll | KO | 6 (?) | Jan 15, 1914 | 34 years, 22 days | Atlantic Garden A.C., New York City, New York, U.S. | |
| 104 | Loss | 53–15–18 (18) | George Rodel | NWS | 10 | Dec 22, 1913 | 33 years, 363 days | Madison Square Garden, New York City, New York, U.S. | |
| 103 | Loss | 53–15–18 (17) | Battling Levinsky | NWS | 10 | Dec 9, 1913 | 33 years, 350 days | Atlantic Garden A.C., New York City, New York, U.S. | |
| 102 | Loss | 53–15–18 (16) | Gunboat Smith | TKO | 5 (10) | Aug 8, 1913 | 33 years, 227 days | Madison Square Garden, New York City, New York, U.S. | |
| 101 | Draw | 53–14–18 (16) | Jim Coffey | NWS | 6 | May 23, 1913 | 33 years, 150 days | Madison Square Garden, New York City, New York, U.S. | |
| 100 | Loss | 53–14–18 (15) | Luther McCarty | NWS | 6 | Apr 16, 1913 | 33 years, 113 days | Olympia A.C., Philadelphia, Pennsylvania, U.S. | |
| 99 | Loss | 53–14–18 (14) | Luther McCarty | TKO | 16 (20) | Dec 10, 1912 | 32 years, 352 days | Vernon, California, U.S. | |
| 98 | Win | 53–13–18 (14) | Charlie Miller | RTD | 15 (20) | Sep 2, 1912 | 32 years, 253 days | Daly City, California, U.S. | |
| 97 | Loss | 52–13–18 (14) | Jack Johnson | DQ | 9 (45) | Jul 4, 1912 | 32 years, 193 days | East Las Vegas, Las Vegas, New Mexico, U.S. | For world heavyweight title; Flynn DQ'd for repeated head-butting |
| 96 | Win | 52–12–18 (14) | Leopold McLaglan | KO | 3 (?) | Feb 24, 1912 | 32 years, 62 days | Milwaukee, Wisconsin, U.S. | |
| 95 | Win | 51–12–18 (14) | Al Williams | KO | 2 (10) | Jan 17, 1912 | 32 years, 24 days | Riverdale Rink, Toronto, Ontario, Canada | |
| 94 | Win | 50–12–18 (14) | Tony Caponi | KO | 3 (10) | Dec 27, 1911 | 32 years, 3 days | Colonial Theater, Salt Lake City, Utah, U.S. | |
| 93 | ND | 49–12–18 (14) | Charley Schmidt | ND | 4 | Nov 20, 1911 | 31 years, 331 days | Fort Smith, Arkansas, U.S. | |
| 92 | Win | 49–12–18 (13) | Carl E. Morris | NWS | 10 | Sep 15, 1911 | 31 years, 265 days | Madison Square Garden, New York City, New York, U.S. | |
| 91 | Win | 49–12–18 (12) | George Hess | KO | 2 (?) | Sep 9, 1911 | 31 years, 259 days | Oklahoma City, Oklahoma, U.S. | |
| 90 | Win | 48–12–18 (12) | George Haley | KO | 7 (?) | Aug 11, 1911 | 31 years, 230 days | Lordsburg, New Mexico, U.S. | |
| 89 | Win | 47–12–18 (12) | Al Kaufman | KO | 10 (10) | May 5, 1911 | 31 years, 132 days | Hippodrome, Kansas City, Missouri, U.S. | |
| 88 | Win | 46–12–18 (12) | Al Mandino | TKO | 4 (15) | Mar 27, 1911 | 31 years, 93 days | Oklahoma A.C., Muskogee, Oklahoma, U.S. | |
| 87 | Win | 45–12–18 (12) | Tony Caponi | TKO | 9 (20) | Jan 2, 1911 | 31 years, 9 days | Arena, Vernon, California, U.S. | |
| 86 | Loss | 44–12–18 (12) | Sam Langford | KO | 8 (45) | Mar 17, 1910 | 30 years, 83 days | Jeffries' Arena, Vernon, California, U.S. | |
| 85 | Win | 44–11–18 (12) | Sam Langford | NWS | 10 | Feb 8, 1910 | 30 years, 46 days | Naud Junction, Los Angeles, California, U.S. | |
| 84 | Win | 44–11–18 (11) | Joe Willis | KO | 6 (10) | Dec 31, 1909 | 30 years, 7 days | Naud Junction, Los Angeles, California, U.S. | |
| 83 | Win | 43–11–18 (11) | Salinas Jack Burns | NWS | 10 | Oct 29, 1909 | 29 years, 309 days | McCarey's Pavilion, Los Angeles, California, U.S. | |
| 82 | Loss | 43–11–18 (10) | Philadelphia Jack O'Brien | NWS | 6 | Jul 30, 1909 | 29 years, 218 days | City Auditorium, Denver, Colorado, U.S. | |
| 81 | Draw | 43–11–18 (9) | Billy Papke | NWS | 10 | Jul 14, 1909 | 29 years, 202 days | Naud Junction, Los Angeles, California, U.S. | |
| 80 | Loss | 43–11–18 (8) | Montana Jack Sullivan | NWS | 10 | Jun 1, 1909 | 29 years, 159 days | Naud Junction, Los Angeles, California, U.S. | |
| 79 | Win | 43–11–18 (7) | Billy Papke | NWS | 10 | Mar 19, 1909 | 29 years, 85 days | McCarey's Pavilion, Los Angeles, California, U.S. | |
| 78 | Loss | 43–11–18 (6) | Sam Langford | KO | 1 (20) | Dec 21, 1908 | 28 years, 363 days | Coliseum, San Francisco, California, U.S. | |
| 77 | Win | 43–10–18 (6) | Battling Johnson | NWS | 10 | Nov 24, 1908 | 28 years, 336 days | Jack McCarey's Club, Los Angeles, California, U.S. | |
| 76 | Loss | 43–10–18 (5) | Jim Barry | NWS | 10 | Nov 6, 1908 | 28 years, 318 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 75 | Loss | 43–10–18 (4) | Al Kaufman | KO | 9 (10) | Aug 25, 1908 | 28 years, 245 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 74 | Draw | 43–9–18 (4) | Jim Barry | PTS | 10 | Jul 8, 1908 | 28 years, 197 days | Wayside A.C., Denver, Colorado, U.S. | |
| 73 | Win | 43–9–17 (4) | Battling Johnson | NWS | 10 | Apr 21, 1908 | 28 years, 119 days | McCarey's Cabin, Los Angeles, California, U.S. | |
| 72 | Win | 43–9–17 (3) | Battling Johnson | NWS | 10 | Mar 24, 1908 | 28 years, 91 days | Pacific A.C., Los Angeles, California, U.S. | |
| 71 | Draw | 43–9–17 (2) | Jack Twin Sullivan | NWS | 10 | Feb 11, 1908 | 28 years, 49 days | Pacific A.C., Los Angeles, California, U.S. | |
| 70 | Win | 43–9–17 (1) | Bill Squires | KO | 6 (20) | Dec 20, 1907 | 27 years, 361 days | Opera House, Bakersfield, California, U.S. | |
| 69 | Loss | 42–9–17 (1) | Jack Johnson | KO | 11 (20) | Nov 2, 1907 | 27 years, 313 days | Coffroth's Arena, San Francisco, California, U.S. | |
| 68 | Win | 42–8–17 (1) | Tony Ross | DQ | 18 (20) | Sep 11, 1907 | 27 years, 261 days | Grand Opera House, Pueblo, Colorado, U.S. | Low blow |
| 67 | Win | 41–8–17 (1) | Frank Maxey | PTS | 6 | Aug 28, 1907 | 27 years, 247 days | Swink Hall, La Junta, Colorado, U.S. | |
| 66 | Win | 40–8–17 (1) | Dave Barry | TKO | 7 (20) | Jul 18, 1907 | 27 years, 206 days | Pueblo, Colorado, U.S. | |
| 65 | Win | 39–8–17 (1) | George Gardiner | KO | 18 (20) | Apr 17, 1907 | 27 years, 114 days | National Athletic Club, San Diego, California, U.S. | |
| 64 | ND | 38–8–17 (1) | Jim Tremble | ND | 4 | Feb 22, 1907 | 27 years, 60 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 63 | Draw | 38–8–17 | Jack Twin Sullivan | PTS | 20 | Feb 12, 1907 | 27 years, 50 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 62 | Win | 38–8–16 | Jack Twin Sullivan | PTS | 20 | Jan 4, 1907 | 27 years, 11 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 61 | Loss | 37–8–16 | Tommy Burns | KO | 15 (20) | Oct 2, 1906 | 26 years, 282 days | Naud Junction Pavilion, Los Angeles, California, U.S. | For world heavyweight title |
| 60 | Draw | 37–7–16 | Jack Twin Sullivan | PTS | 15 | Jul 12, 1906 | 26 years, 200 days | Pueblo, Colorado, U.S. | |
| 59 | Win | 37–7–15 | Morgan Williams | KO | 4 (10) | Feb 15, 1906 | 26 years, 53 days | Pueblo, Colorado, U.S. | |
| 58 | Draw | 36–7–15 | Tom Kinsley | PTS | 6 | Feb 6, 1906 | 26 years, 44 days | Eagles Club, Denver, Colorado, U.S. | |
| 57 | Draw | 36–7–14 | Tom Kinsley | PTS | 10 | Dec 28, 1905 | 26 years, 4 days | Eagles Club, Denver, Colorado, U.S. | |
| 56 | Win | 36–7–13 | Mike 'Dummy' Rowan | TKO | 9 (20) | Sep 4, 1905 | 25 years, 254 days | Fairgrounds, Silverton, Colorado, U.S. | Bout billed as for the Middleweight Championship of the Middle-West |
| 55 | Win | 35–7–13 | Mike 'Dummy' Rowan | KO | 8 (10) | Jan 19, 1905 | 25 years, 26 days | Trinidad, Colorado, U.S. | Rowan failed to come out for the eighth round, claiming a broken collar bone |
| 54 | Draw | 34–7–13 | Tom Reilly | PTS | 8 | Nov 23, 1904 | 24 years, 335 days | Montana A.C., Butte, Montana, U.S. | Flynn and Reilly agreed to a draw if both were standing at the end of the fight |
| 53 | Draw | 34–7–12 | George Gardiner | PTS | 10 | Sep 16, 1904 | 24 years, 267 days | Denver A.C., Denver, Colorado, U.S. | |
| 52 | Win | 34–7–11 | Fred Cooley | KO | 9 (20) | Jul 19, 1904 | 24 years, 208 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 51 | Draw | 33–7–11 | Morgan Williams | PTS | 20 | Jun 14, 1904 | 24 years, 173 days | Pueblo, Colorado, U.S. | |
| 50 | Draw | 33–7–10 | Tom Reilly | PTS | 20 | Jun 9, 1904 | 24 years, 168 days | Grand Theater, Salt Lake City, Utah, U.S. | |
| 49 | Win | 33–7–9 | Ed McCoy | KO | 2 (20) | Apr 16, 1904 | 24 years, 114 days | Opera House, Salida, Colorado, U.S. | Won vacant Colorado State heavyweight title |
| 48 | Draw | 32–7–9 | Harry Peppers | PTS | 10 | Mar 16, 1904 | 24 years, 83 days | Opera House, Salida, Colorado, U.S. | Won vacant middleweight championship of the west |
| 47 | Draw | 32–7–8 | Andy Walsh | PTS | 20 | Jan 27, 1904 | 24 years, 34 days | Rover Wheel & Athletic Club, Pueblo, Colorado, U.S. | |
| 46 | Loss | 32–7–7 | Jack Root | KO | 8 (20) | Nov 26, 1903 | 23 years, 337 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 45 | Win | 32–6–7 | Tim Hurley | KO | 6 (20) | Sep 11, 1903 | 23 years, 261 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 44 | Win | 31–6–7 | Tim Hurley | DQ | 5 (20) | Aug 14, 1903 | 23 years, 233 days | Rover's Club, Pueblo, Colorado, U.S. | Hurley disqualified for hitting on a break |
| 43 | Draw | 30–6–7 | Morgan Williams | PTS | 20 | Jul 28, 1903 | 23 years, 216 days | Rover's Club, Pueblo, Colorado, U.S. | For USA Colorado State middleweight title |
| 42 | Win | 30–6–6 | Tom Kissell | KO | 3 (10) | Jun 6, 1903 | 23 years, 164 days | Florence, Colorado, U.S. | |
| 41 | Win | 29–6–6 | Billy Malley | KO | 11 (20) | May 12, 1903 | 23 years, 139 days | Rover's A.C., Pueblo, Colorado, U.S. | |
| 40 | Win | 28–6–6 | Cyclone Kelly | PTS | 20 | Mar 31, 1903 | 23 years, 97 days | Rover's A.C., Pueblo, Colorado, U.S. | |
| 39 | Win | 27–6–6 | Ed Kelly | KO | 20 (20) | Jan 27, 1903 | 23 years, 34 days | Rover Gymnasium, Pueblo, Colorado, U.S. | |
| 38 | Win | 26–6–6 | Ashton Yale | KO | 8 (20) | Dec 11, 1902 | 22 years, 352 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 37 | Draw | 25–6–6 | Tom Kinsley | PTS | 10 | Oct 16, 1902 | 22 years, 296 days | Colombo Hall, Albuquerque, New Mexico, U.S. | |
| 36 | Draw | 25–6–5 | Ed Kinsley | PTS | 20 | Oct 10, 1902 | 22 years, 290 days | Pueblo, Colorado, U.S. | |
| 35 | Win | 25–6–4 | Jack Graham | DQ | 7 (25) | Sep 26, 1902 | 22 years, 276 days | Douglas, Wyoming, U.S. | |
| 34 | Draw | 24–6–4 | Tom Kinsley | PTS | 15 | Sep 19, 1902 | 22 years, 269 days | Pueblo, Colorado, U.S. | |
| 33 | Win | 24–6–3 | Kid Rowley | KO | 2 (15) | Sep 1, 1902 | 22 years, 251 days | Pueblo, Colorado, U.S. | Date and location are uncertain |
| 32 | Win | 23–6–3 | Ed Burnes | KO | 11 (20) | Aug 22, 1902 | 22 years, 241 days | United States of America | Date and location are uncertain |
| 31 | Win | 22–6–3 | Barney Passon | KO | 12 (20) | Jul 8, 1902 | 22 years, 196 days | Pueblo, Colorado, U.S. | Date and location are uncertain |
| 30 | Draw | 21–6–3 | Joe Cotton | PTS | 20 | Jun 23, 1902 | 22 years, 181 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 29 | Draw | 21–6–2 | Mike 'Dummy' Rowan | PTS | 20 | Jun 16, 1902 | 22 years, 174 days | Dewey Theater, Park City, Utah, U.S. | |
| 28 | Win | 21–6–1 | Tom Hensley | KO | 7 (10) | Jun 14, 1902 | 22 years, 172 days | Victor, Colorado, U.S. | |
| 27 | Win | 20–6–1 | Joe Tracey | KO | 15 (20) | Jun 9, 1902 | 22 years, 167 days | Pueblo, Colorado, U.S. | Date and location may be incorrect |
| 26 | Win | 19–6–1 | Jack Graham | DQ | 5 (20) | May 12, 1902 | 22 years, 139 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | Graham twice attempted to kick Flynn |
| 25 | Win | 18–6–1 | Willard Bean | PTS | 20 | Apr 7, 1902 | 22 years, 104 days | Salt Lake City, Utah, U.S. | |
| 24 | Loss | 17–6–1 | Jack Kid Lavalle | TKO | 2 (10) | Mar 24, 1902 | 22 years, 90 days | Pueblo, Colorado, U.S. | Date and result are uncertain |
| 23 | Win | 17–5–1 | George Condie | KO | 2 (20) | Feb 28, 1902 | 22 years, 66 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 22 | Win | 16–5–1 | Jim Francis | KO | 4 (10) | Feb 24, 1902 | 22 years, 62 days | Ogden, Utah, U.S. | |
| 21 | Win | 15–5–1 | Jim Francis | KO | 4 (10) | Feb 14, 1902 | 22 years, 52 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 20 | Win | 14–5–1 | Pat Malloy | PTS | 6 | Sep 1, 1901 | 21 years, 251 days | Butte, Montana, U.S. | |
| 19 | Win | 13–5–1 | Mex Davis | PTS | 6 | Jul 11, 1901 | 21 years, 199 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 18 | Loss | 12–5–1 | Mose LaFontise | TKO | 4 (25) | Feb 14, 1900 | 20 years, 52 days | Butte A.C., Butte, Montana, U.S. | |
| 17 | Loss | 12–4–1 | Mose LaFontise | PTS | 10 | Dec 19, 1899 | 19 years, 360 days | Butte Athletic Association, Butte, Montana, U.S. | |
| 16 | Win | 12–3–1 | Jack Fogarty | KO | 7 (10) | Nov 10, 1899 | 19 years, 321 days | Butte, Montana, U.S. | |
| 15 | Loss | 11–3–1 | Denis Ike Hayes | TKO | 4 (10) | Sep 29, 1899 | 19 years, 279 days | Butte, Montana, U.S. | |
| 14 | Win | 11–2–1 | Kid Dawson | KO | 3 (6) | Jun 24, 1899 | 19 years, 182 days | Butte, Montana, U.S. | Date and location are uncertain |
| 13 | Win | 10–2–1 | Jim Francis | PTS | 6 | Jun 10, 1899 | 19 years, 168 days | Butte, Montana, U.S. | Date and number of rounds are uncertain |
| 12 | Loss | 9–2–1 | Roy Mendy | KO | 2 (6) | May 13, 1899 | 19 years, 140 days | Butte, Montana, U.S. | Date and scheduled rounds are uncertain |
| 11 | Loss | 9–1–1 | Ed Seaman | KO | 5 (6) | Mar 21, 1899 | 19 years, 87 days | Butte, Montana, U.S. | Date and result are uncertain |
| 10 | Win | 9–0–1 | CA Nicholas | KO | 1 (20) | Mar 19, 1899 | 19 years, 85 days | Belt, Montana, U.S. | |
| 9 | Win | 8–0–1 | Fred Davis | PTS | 6 | Feb 11, 1899 | 19 years, 49 days | Butte, Montana, U.S. | Date and location are uncertain |
| 8 | Win | 7–0–1 | Kid Chambers | KO | 4 (6) | Jan 28, 1899 | 19 years, 35 days | Butte, Montana, U.S. | Date and location are uncertain |
| 7 | Win | 6–0–1 | Jim Freeman | TKO | 2 (20) | Jul 20, 1897 | 15 years, 208 days | Great Falls, Montana, U.S. | |
| 6 | Draw | 5–0–1 | Ed Hennessey | TD | 2 (10) | Feb 18, 1897 | 15 years, 56 days | Theater Comique, Sacramento, California, U.S. | Various fouls by both fighters |
| 5 | Win | 5–0 | Jim Morrissey | KO | 2 (10) | Jan 26, 1897 | 15 years, 33 days | Browne's Comique, Sacramento, California, U.S. | |
| 4 | Win | 4–0 | Billy Lewis | DQ | 19 (?) | Jul 4, 1894 | 14 years, 192 days | Williams, New Mexico, U.S. | |
| 3 | Win | 3–0 | Swifty | TKO | 5 (?) | May 25, 1894 | 14 years, 152 days | Williams, Arizona, U.S. | |
| 2 | Win | 2–0 | Herman Frazier | KO | 17 (?) | Apr 21, 1894 | 14 years, 118 days | Hurt's Hall, Los Cerillos, New Mexico, U.S. | Billed for the welterweight championship of the South |
| 1 | Win | 1–0 | W F Roberts | KO | 4 (?) | Aug 5, 1893 | 13 years, 224 days | Old Aztec Store, Santa Fe, New Mexico, U.S. | Professional debut(?) |

### Unofficial record

| 170 fights | 81 wins | 61 losses |
| By knockout | 56 | 26 |
| By decision | 19 | 31 |
| By disqualification | 6 | 4 |
| Draws | 26 | 26 |
| No contests | 2 | 2 |
Record with the inclusion of newspaper decisions to the win/loss/draw column.
| No. | Result | Record | Opponent | Type | Round | Date | Age | Location | Notes |
| 170 | Loss | 81–61–26 (2) | Steve Ramos | TKO | 2 (6) | Oct 30, 1925 | 45 years, 310 days | Capital City Arena, Phoenix, Arizona, U.S. | |
| 169 | Loss | 81–60–26 (2) | Tony Canales | PTS | 3 | Sep 8, 1925 | 45 years, 258 days | El Paso, Texas, U.S. | |
| 168 | Loss | 81–59–26 (2) | Sergeant Jack Lynch | PTS | 10 | May 16, 1925 | 45 years, 143 days | Kelly's Pastime Hall, Winslow, Arizona, U.S. | |
| 167 | Loss | 81–58–26 (2) | Young Spence | NWS | 10 | Sep 3, 1924 | 44 years, 254 days | Soledad Roof, San Antonio, Texas, U.S. | |
| 166 | Loss | 81–57–26 (2) | Sam Langford | PTS | 8 | Jan 6, 1924 | 44 years, 13 days | Ford's Arena, Ciudad Juarez, Chihuahua, Mexico | |
| 165 | Loss | 81–56–26 (2) | Sam Langford | KO | 3 (15) | Oct 19, 1923 | 43 years, 299 days | Mexico City, Distrito Federal, Mexico | |
| 164 | Win | 81–55–26 (2) | Tiger Flowers | RTD | 5 (?) | Sep 17, 1923 | 43 years, 267 days | Mexico City, Distrito Federal, Mexico | Flowers unable to continue because of an injured hand |
| 163 | Loss | 80–55–26 (2) | Andres Balsa | DQ | 8 (?) | Aug 5, 1923 | 43 years, 224 days | Mexico City, Distrito Federal, Mexico | |
| 162 | Loss | 80–54–26 (2) | Sam Langford | PTS | 10 | Aug 2, 1923 | 43 years, 221 days | Mexico City, Distrito Federal, Mexico | |
| 161 | Loss | 80–53–26 (2) | Sully Montgomery | KO | 3 (?) | Jun 2, 1923 | 43 years, 160 days | Mexico City, Distrito Federal, Mexico | |
| 160 | Draw | 80–52–26 (2) | Ole Anderson | PTS | 10 | May 26, 1922 | 42 years, 153 days | Omaha, Nebraska, U.S. | |
| 159 | Loss | 80–52–25 (2) | Chief Metoquah | KO | 6 (10) | May 3, 1922 | 42 years, 130 days | Guymon, Oklahoma, U.S. | |
| 158 | Win | 80–51–25 (2) | Mike Schubert | KO | 3 (?) | Apr 17, 1922 | 42 years, 114 days | Hoisington, Texas, U.S. | |
| 157 | Win | 79–51–25 (2) | Ben Sheff | KO | 2 (?) | Mar 17, 1922 | 42 years, 83 days | Fort Worth, Texas, U.S. | |
| 156 | Draw | 78–51–25 (2) | Abe Brennan | NWS | 10 | Feb 21, 1922 | 42 years, 59 days | Liberty A.C. Clubroom, Burkburnett, Texas, U.S. | |
| 155 | Loss | 78–51–24 (2) | Carl E. Morris | PTS | 10 | Feb 10, 1922 | 42 years, 48 days | Coliseum, Fort Worth, Texas, U.S. | |
| 154 | Loss | 78–50–24 (2) | Harvey Perkins | PTS | 10 | Dec 27, 1921 | 42 years, 3 days | Iris Theatre, Casper, Wyoming, U.S. | |
| 153 | Loss | 78–49–24 (2) | Ralph Brooks | NWS | 4 | Dec 17, 1921 | 41 years, 358 days | Forum, Wichita, Kansas, U.S. | |
| 152 | Win | 78–48–24 (2) | Sully Montgomery | PTS | 10 | Dec 14, 1921 | 41 years, 355 days | Fort Worth, Texas, U.S. | |
| 151 | Win | 77–48–24 (2) | Jack Danforth | KO | 1 (10) | Sep 28, 1921 | 41 years, 278 days | Pueblo, Colorado, U.S. | |
| 150 | Win | 76–48–24 (2) | George Coplen | KO | 1 (10) | Sep 5, 1921 | 41 years, 255 days | Cripple Creek, Colorado, U.S. | |
| 149 | Loss | 75–48–24 (2) | Willie Keeler | DQ | 11 (15) | Jul 4, 1921 | 41 years, 192 days | Hartman's Garage, Montrose, Colorado, U.S. | |
| 148 | Loss | 75–47–24 (2) | Tiny Jim Herman | PTS | 4 | Jan 29, 1921 | 41 years, 36 days | Armory, Seattle, Washington, U.S. | |
| 147 | Loss | 75–46–24 (2) | Noel "Boy" McCormick | PTS | 4 | Nov 30, 1920 | 40 years, 342 days | Crystal Pool, Seattle, Washington, U.S. | |
| 146 | Loss | 75–45–24 (2) | Young Hector | PTS | 4 | Nov 15, 1920 | 40 years, 327 days | Community House, Charleston, Washington, U.S. | |
| 145 | Loss | 75–44–24 (2) | Young Hector | PTS | 4 | Sep 24, 1920 | 40 years, 275 days | Elks Club, Bremerton, Washington, U.S. | |
| 144 | Win | 75–43–24 (2) | Steve Reynolds | PTS | 4 | Jun 17, 1920 | 40 years, 176 days | Liberty Park, Seattle, Washington, U.S. | |
| 143 | Loss | 74–43–24 (2) | Young Hector | TKO | 5 (6) | Jan 19, 1920 | 40 years, 26 days | Armory, Seattle, Washington, U.S. | |
| 142 | Draw | 74–42–24 (2) | Willie Keeler | PTS | 6 | Jan 1, 1920 | 40 years, 8 days | Armory, Yakima, Washington, U.S. | |
| 141 | Win | 74–42–23 (2) | Pete Jessler | TKO | 3 (?) | Nov 14, 1919 | 39 years, 325 days | Yakima, Washington, U.S. | |
| 140 | Loss | 73–42–23 (2) | Ole Anderson | PTS | 4 | Oct 3, 1919 | 39 years, 283 days | Aberdeen, Washington, U.S. | |
| 139 | Win | 73–41–23 (2) | Harry Aune | KO | 3 (10) | Sep 5, 1919 | 39 years, 255 days | Outdoor Arena, Mackay, Idaho, U.S. | |
| 138 | Loss | 72–41–23 (2) | Jimmy Darcy | PTS | 4 | May 7, 1919 | 39 years, 134 days | Dreamland Arena, San Diego, California, U.S. | |
| 137 | Loss | 72–40–23 (2) | Jerry Schumann | TKO | 2 (4) | Apr 11, 1919 | 39 years, 108 days | Dreamland Rink, San Francisco, California, U.S. | |
| 136 | Loss | 72–39–23 (2) | Bill LaRue | KO | 1 (4) | Feb 22, 1919 | 39 years, 60 days | Coliseum, San Francisco, California, U.S. | |
| 135 | Loss | 72–38–23 (2) | Jimmy Darcy | PTS | 6 | Feb 13, 1919 | 39 years, 51 days | Heilig Theater, Portland, Oregon, U.S. | |
| 134 | Loss | 72–37–23 (2) | Billy Miske | KO | 2 (10) | Dec 16, 1918 | 38 years, 357 days | Convention Hall, Tulsa, Oklahoma, U.S. | |
| 133 | Win | 72–36–23 (2) | Bob Williams | KO | 1 (10) | Nov 28, 1918 | 38 years, 339 days | Coliseum, Des Moines, Iowa, U.S. | |
| 132 | Win | 71–36–23 (2) | Hugh Walker | NWS | 10 | Jun 27, 1918 | 38 years, 185 days | Joplin, Missouri, U.S. | |
| 131 | Loss | 70–36–23 (2) | Jack Dempsey | KO | 1 (10) | Feb 14, 1918 | 38 years, 52 days | Fort Sheridan, Illinois, U.S. | |
| 130 | Loss | 70–35–23 (2) | Bob Devere | NWS | 10 | Mar 20, 1917 | 37 years, 86 days | Pioneer Sporting Club, New York City, New York, U.S. | |
| 129 | Win | 70–34–23 (2) | Jack Dempsey | KO | 1 (15) | Feb 13, 1917 | 37 years, 51 days | Trocadero Hall, Murray, Utah, U.S. | |
| 128 | Win | 69–34–23 (2) | Texas Tate | DQ | 3 (15) | Jul 25, 1916 | 36 years, 214 days | Chickasha, Oklahoma, U.S. | |
| 127 | Loss | 68–34–23 (2) | Jack Dillon | KO | 4 (15) | Jul 4, 1916 | 36 years, 193 days | Dewey, Oklahoma, U.S. | |
| 126 | Loss | 68–33–23 (2) | Fred Fulton | KO | 2 (10) | Mar 17, 1916 | 36 years, 84 days | Auditorium, Milwaukee, Wisconsin, U.S. | |
| 125 | Loss | 68–32–23 (2) | Jack Dillon | NWS | 10 | Mar 10, 1916 | 36 years, 77 days | Manhattan A.C., New York City, New York, U.S. | |
| 124 | Loss | 68–31–23 (2) | Battling Levinsky | NWS | 10 | Dec 25, 1915 | 36 years, 1 day | Broadway S.C., New York City, New York, U.S. | |
| 123 | Loss | 68–30–23 (2) | Jack Dillon | NWS | 10 | Nov 30, 1915 | 35 years, 341 days | Broadway S.C., New York City, New York, U.S. | |
| 122 | Draw | 68–29–23 (2) | Al Reich | PTS | 10 | Sep 22, 1915 | 35 years, 272 days | Kansas City, Missouri, U.S. | |
| 121 | Win | 68–29–22 (2) | Morgan Williams | TKO | 14 (15) | Sep 6, 1915 | 35 years, 256 days | Victor, Colorado, U.S. | |
| 120 | Win | 67–29–22 (2) | Andy Malloy | KO | 2 (20) | Jul 16, 1915 | 35 years, 204 days | Princess Theater, Pueblo, Colorado, U.S. | |
| 119 | Loss | 66–29–22 (2) | Jim Coffey | KO | 9 (10) | May 31, 1915 | 35 years, 158 days | Brighton Beach A.C., New York City, New York, U.S. | |
| 118 | Loss | 66–28–22 (2) | Gunboat Smith | NWS | 10 | Feb 1, 1915 | 35 years, 39 days | Ohio National Guard Armory, Cincinnati, Ohio, U.S. | |
| 117 | Win | 66–27–22 (2) | Al Reich | NWS | 10 | Jan 12, 1915 | 35 years, 19 days | Broadway S.C., New York City, New York, U.S. | |
| 116 | Loss | 65–27–22 (2) | Tony Ross | NWS | 10 | Jan 1, 1915 | 35 years, 8 days | Germania Hall, Rochester, New York, U.S. | |
| 115 | Win | 65–26–22 (2) | George Davis | KO | 7 (10) | Dec 26, 1914 | 35 years, 2 days | Elmwood Music Hall, Buffalo, New York, U.S. | |
| 114 | Loss | 64–26–22 (2) | Carl E. Morris | PTS | 10 | Oct 29, 1914 | 34 years, 309 days | Kansas City, Missouri, U.S. | |
| 113 | Loss | 64–25–22 (2) | Battling Levinsky | NWS | 10 | Oct 20, 1914 | 34 years, 300 days | Broadway S.C., New York City, New York, U.S. | |
| 112 | Loss | 64–24–22 (2) | Jack Dillon | PTS | 10 | Oct 5, 1914 | 34 years, 285 days | Association Park, Kansas City, Missouri, U.S. | |
| 111 | Win | 64–23–22 (2) | Al Norton | KO | 6 (10) | Sep 7, 1914 | 34 years, 257 days | Kansas City, Missouri, U.S. | |
| 110 | Loss | 63–23–22 (2) | Carl E. Morris | DQ | 9 (?) | Jun 8, 1914 | 34 years, 166 days | Joplin, Missouri, U.S. | |
| 109 | Loss | 63–22–22 (2) | Jim Coffey | KO | 4 (10) | Apr 24, 1914 | 34 years, 121 days | St. Nicholas Arena, New York City, New York, U.S. | |
| 108 | Draw | 63–21–22 (2) | Jack Dillon | PTS | 10 | Mar 3, 1914 | 34 years, 69 days | Grand Avenue A.C., Kansas City, Missouri, U.S. | |
| 107 | Win | 63–21–21 (2) | Jim Francis | KO | 4 (10) | Feb 14, 1914 | 34 years, 52 days | Salt Lake City, Utah, U.S. | |
| 106 | Win | 62–21–21 (2) | Tim Logan | KO | 2 (15) | Jan 20, 1914 | 34 years, 27 days | Rhode Island A.C., Thornton, Rhode Island, U.S. | |
| 105 | Win | 61–21–21 (2) | Jack Driscoll | KO | 6 (?) | Jan 15, 1914 | 34 years, 22 days | Atlantic Garden A.C., New York City, New York, U.S. | |
| 104 | Loss | 60–21–21 (2) | George Rodel | NWS | 10 | Dec 22, 1913 | 33 years, 363 days | Madison Square Garden, New York City, New York, U.S. | |
| 103 | Loss | 60–20–21 (2) | Battling Levinsky | NWS | 10 | Dec 9, 1913 | 33 years, 350 days | Atlantic Garden A.C., New York City, New York, U.S. | |
| 102 | Loss | 60–19–21 (2) | Gunboat Smith | TKO | 5 (10) | Aug 8, 1913 | 33 years, 227 days | Madison Square Garden, New York City, New York, U.S. | |
| 101 | Draw | 60–18–21 (2) | Jim Coffey | NWS | 6 | May 23, 1913 | 33 years, 150 days | Madison Square Garden, New York City, New York, U.S. | |
| 100 | Loss | 60–18–20 (2) | Luther McCarty | NWS | 6 | Apr 16, 1913 | 33 years, 113 days | Olympia A.C., Philadelphia, Pennsylvania, U.S. | |
| 99 | Loss | 60–17–20 (2) | Luther McCarty | TKO | 16 (20) | Dec 10, 1912 | 32 years, 352 days | Vernon, California, U.S. | |
| 98 | Win | 60–16–20 (2) | Charlie Miller | RTD | 15 (20) | Sep 2, 1912 | 32 years, 253 days | Daly City, California, U.S. | |
| 97 | Loss | 59–16–20 (2) | Jack Johnson | DQ | 9 (45) | Jul 4, 1912 | 32 years, 193 days | East Las Vegas, Las Vegas, New Mexico, U.S. | For world heavyweight title; Flynn DQ'd for repeated head-butting |
| 96 | Win | 59–15–20 (2) | Leopold McLaglan | KO | 3 (?) | Feb 24, 1912 | 32 years, 62 days | Milwaukee, Wisconsin, U.S. | |
| 95 | Win | 58–15–20 (2) | Al Williams | KO | 2 (10) | Jan 17, 1912 | 32 years, 24 days | Riverdale Rink, Toronto, Ontario, Canada | |
| 94 | Win | 57–15–20 (2) | Tony Caponi | KO | 3 (10) | Dec 27, 1911 | 32 years, 3 days | Colonial Theater, Salt Lake City, Utah, U.S. | |
| 93 | ND | 56–15–20 (2) | Charley Schmidt | ND | 4 | Nov 20, 1911 | 31 years, 331 days | Fort Smith, Arkansas, U.S. | |
| 92 | Win | 56–15–20 (1) | Carl E. Morris | NWS | 10 | Sep 15, 1911 | 31 years, 265 days | Madison Square Garden, New York City, New York, U.S. | |
| 91 | Win | 55–15–20 (1) | George Hess | KO | 2 (?) | Sep 9, 1911 | 31 years, 259 days | Oklahoma City, Oklahoma, U.S. | |
| 90 | Win | 54–15–20 (1) | George Haley | KO | 7 (?) | Aug 11, 1911 | 31 years, 230 days | Lordsburg, New Mexico, U.S. | |
| 89 | Win | 53–15–20 (1) | Al Kaufman | KO | 10 (10) | May 5, 1911 | 31 years, 132 days | Hippodrome, Kansas City, Missouri, U.S. | |
| 88 | Win | 52–15–20 (1) | Al Mandino | TKO | 4 (15) | Mar 27, 1911 | 31 years, 93 days | Oklahoma A.C., Muskogee, Oklahoma, U.S. | |
| 87 | Win | 51–15–20 (1) | Tony Caponi | TKO | 9 (20) | Jan 2, 1911 | 31 years, 9 days | Arena, Vernon, California, U.S. | |
| 86 | Loss | 50–15–20 (1) | Sam Langford | KO | 8 (45) | Mar 17, 1910 | 30 years, 83 days | Jeffries' Arena, Vernon, California, U.S. | |
| 85 | Win | 50–14–20 (1) | Sam Langford | NWS | 10 | Feb 8, 1910 | 30 years, 46 days | Naud Junction, Los Angeles, California, U.S. | |
| 84 | Win | 49–14–20 (1) | Joe Willis | KO | 6 (10) | Dec 31, 1909 | 30 years, 7 days | Naud Junction, Los Angeles, California, U.S. | |
| 83 | Win | 48–14–20 (1) | Salinas Jack Burns | NWS | 10 | Oct 29, 1909 | 29 years, 309 days | McCarey's Pavilion, Los Angeles, California, U.S. | |
| 82 | Loss | 47–14–20 (1) | Philadelphia Jack O'Brien | NWS | 6 | Jul 30, 1909 | 29 years, 218 days | City Auditorium, Denver, Colorado, U.S. | |
| 81 | Draw | 47–13–20 (1) | Billy Papke | NWS | 10 | Jul 14, 1909 | 29 years, 202 days | Naud Junction, Los Angeles, California, U.S. | |
| 80 | Loss | 47–13–19 (1) | Montana Jack Sullivan | NWS | 10 | Jun 1, 1909 | 29 years, 159 days | Naud Junction, Los Angeles, California, U.S. | |
| 79 | Win | 47–12–19 (1) | Billy Papke | NWS | 10 | Mar 19, 1909 | 29 years, 85 days | McCarey's Pavilion, Los Angeles, California, U.S. | |
| 78 | Loss | 46–12–19 (1) | Sam Langford | KO | 1 (20) | Dec 21, 1908 | 28 years, 363 days | Coliseum, San Francisco, California, U.S. | |
| 77 | Win | 46–11–19 (1) | Battling Johnson | NWS | 10 | Nov 24, 1908 | 28 years, 336 days | Jack McCarey's Club, Los Angeles, California, U.S. | |
| 76 | Loss | 45–11–19 (1) | Jim Barry | NWS | 10 | Nov 6, 1908 | 28 years, 318 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 75 | Loss | 45–10–19 (1) | Al Kaufman | KO | 9 (10) | Aug 25, 1908 | 28 years, 245 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 74 | Draw | 45–9–19 (1) | Jim Barry | PTS | 10 | Jul 8, 1908 | 28 years, 197 days | Wayside A.C., Denver, Colorado, U.S. | |
| 73 | Win | 45–9–18 (1) | Battling Johnson | NWS | 10 | Apr 21, 1908 | 28 years, 119 days | McCarey's Cabin, Los Angeles, California, U.S. | |
| 72 | Win | 44–9–18 (1) | Battling Johnson | NWS | 10 | Mar 24, 1908 | 28 years, 91 days | Pacific A.C., Los Angeles, California, U.S. | |
| 71 | Draw | 43–9–18 (1) | Jack Twin Sullivan | NWS | 10 | Feb 11, 1908 | 28 years, 49 days | Pacific A.C., Los Angeles, California, U.S. | |
| 70 | Win | 43–9–17 (1) | Bill Squires | KO | 6 (20) | Dec 20, 1907 | 27 years, 361 days | Opera House, Bakersfield, California, U.S. | |
| 69 | Loss | 42–9–17 (1) | Jack Johnson | KO | 11 (20) | Nov 2, 1907 | 27 years, 313 days | Coffroth's Arena, San Francisco, California, U.S. | |
| 68 | Win | 42–8–17 (1) | Tony Ross | DQ | 18 (20) | Sep 11, 1907 | 27 years, 261 days | Grand Opera House, Pueblo, Colorado, U.S. | Low blow |
| 67 | Win | 41–8–17 (1) | Frank Maxey | PTS | 6 | Aug 28, 1907 | 27 years, 247 days | Swink Hall, La Junta, Colorado, U.S. | |
| 66 | Win | 40–8–17 (1) | Dave Barry | TKO | 7 (20) | Jul 18, 1907 | 27 years, 206 days | Pueblo, Colorado, U.S. | |
| 65 | Win | 39–8–17 (1) | George Gardiner | KO | 18 (20) | Apr 17, 1907 | 27 years, 114 days | National Athletic Club, San Diego, California, U.S. | |
| 64 | ND | 38–8–17 (1) | Jim Tremble | ND | 4 | Feb 22, 1907 | 27 years, 60 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 63 | Draw | 38–8–17 | Jack Twin Sullivan | PTS | 20 | Feb 12, 1907 | 27 years, 50 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 62 | Win | 38–8–16 | Jack Twin Sullivan | PTS | 20 | Jan 4, 1907 | 27 years, 11 days | Naud Junction Pavilion, Los Angeles, California, U.S. | |
| 61 | Loss | 37–8–16 | Tommy Burns | KO | 15 (20) | Oct 2, 1906 | 26 years, 282 days | Naud Junction Pavilion, Los Angeles, California, U.S. | For world heavyweight title |
| 60 | Draw | 37–7–16 | Jack Twin Sullivan | PTS | 15 | Jul 12, 1906 | 26 years, 200 days | Pueblo, Colorado, U.S. | |
| 59 | Win | 37–7–15 | Morgan Williams | KO | 4 (10) | Feb 15, 1906 | 26 years, 53 days | Pueblo, Colorado, U.S. | |
| 58 | Draw | 36–7–15 | Tom Kinsley | PTS | 6 | Feb 6, 1906 | 26 years, 44 days | Eagles Club, Denver, Colorado, U.S. | |
| 57 | Draw | 36–7–14 | Tom Kinsley | PTS | 10 | Dec 28, 1905 | 26 years, 4 days | Eagles Club, Denver, Colorado, U.S. | |
| 56 | Win | 36–7–13 | Mike 'Dummy' Rowan | TKO | 9 (20) | Sep 4, 1905 | 25 years, 254 days | Fairgrounds, Silverton, Colorado, U.S. | Bout billed as for the Middleweight Championship of the Middle-West |
| 55 | Win | 35–7–13 | Mike 'Dummy' Rowan | KO | 8 (10) | Jan 19, 1905 | 25 years, 26 days | Trinidad, Colorado, U.S. | Rowan failed to come out for the eighth round, claiming a broken collar bone |
| 54 | Draw | 34–7–13 | Tom Reilly | PTS | 8 | Nov 23, 1904 | 24 years, 335 days | Montana A.C., Butte, Montana, U.S. | Flynn and Reilly agreed to a draw if both were standing at the end of the fight |
| 53 | Draw | 34–7–12 | George Gardiner | PTS | 10 | Sep 16, 1904 | 24 years, 267 days | Denver A.C., Denver, Colorado, U.S. | |
| 52 | Win | 34–7–11 | Fred Cooley | KO | 9 (20) | Jul 19, 1904 | 24 years, 208 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 51 | Draw | 33–7–11 | Morgan Williams | PTS | 20 | Jun 14, 1904 | 24 years, 173 days | Pueblo, Colorado, U.S. | |
| 50 | Draw | 33–7–10 | Tom Reilly | PTS | 20 | Jun 9, 1904 | 24 years, 168 days | Grand Theater, Salt Lake City, Utah, U.S. | |
| 49 | Win | 33–7–9 | Ed McCoy | KO | 2 (20) | Apr 16, 1904 | 24 years, 114 days | Opera House, Salida, Colorado, U.S. | Won vacant Colorado State heavyweight title |
| 48 | Draw | 32–7–9 | Harry Peppers | PTS | 10 | Mar 16, 1904 | 24 years, 83 days | Opera House, Salida, Colorado, U.S. | Won vacant middleweight championship of the west |
| 47 | Draw | 32–7–8 | Andy Walsh | PTS | 20 | Jan 27, 1904 | 24 years, 34 days | Rover Wheel & Athletic Club, Pueblo, Colorado, U.S. | |
| 46 | Loss | 32–7–7 | Jack Root | KO | 8 (20) | Nov 26, 1903 | 23 years, 337 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 45 | Win | 32–6–7 | Tim Hurley | KO | 6 (20) | Sep 11, 1903 | 23 years, 261 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 44 | Win | 31–6–7 | Tim Hurley | DQ | 5 (20) | Aug 14, 1903 | 23 years, 233 days | Rover's Club, Pueblo, Colorado, U.S. | Hurley disqualified for hitting on a break |
| 43 | Draw | 30–6–7 | Morgan Williams | PTS | 20 | Jul 28, 1903 | 23 years, 216 days | Rover's Club, Pueblo, Colorado, U.S. | For USA Colorado State middleweight title |
| 42 | Win | 30–6–6 | Tom Kissell | KO | 3 (10) | Jun 6, 1903 | 23 years, 164 days | Florence, Colorado, U.S. | |
| 41 | Win | 29–6–6 | Billy Malley | KO | 11 (20) | May 12, 1903 | 23 years, 139 days | Rover's A.C., Pueblo, Colorado, U.S. | |
| 40 | Win | 28–6–6 | Cyclone Kelly | PTS | 20 | Mar 31, 1903 | 23 years, 97 days | Rover's A.C., Pueblo, Colorado, U.S. | |
| 39 | Win | 27–6–6 | Ed Kelly | KO | 20 (20) | Jan 27, 1903 | 23 years, 34 days | Rover Gymnasium, Pueblo, Colorado, U.S. | |
| 38 | Win | 26–6–6 | Ashton Yale | KO | 8 (20) | Dec 11, 1902 | 22 years, 352 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 37 | Draw | 25–6–6 | Tom Kinsley | PTS | 10 | Oct 16, 1902 | 22 years, 296 days | Colombo Hall, Albuquerque, New Mexico, U.S. | |
| 36 | Draw | 25–6–5 | Ed Kinsley | PTS | 20 | Oct 10, 1902 | 22 years, 290 days | Pueblo, Colorado, U.S. | |
| 35 | Win | 25–6–4 | Jack Graham | DQ | 7 (25) | Sep 26, 1902 | 22 years, 276 days | Douglas, Wyoming, U.S. | |
| 34 | Draw | 24–6–4 | Tom Kinsley | PTS | 15 | Sep 19, 1902 | 22 years, 269 days | Pueblo, Colorado, U.S. | |
| 33 | Win | 24–6–3 | Kid Rowley | KO | 2 (15) | Sep 1, 1902 | 22 years, 251 days | Pueblo, Colorado, U.S. | Date and location are uncertain |
| 32 | Win | 23–6–3 | Ed Burnes | KO | 11 (20) | Aug 22, 1902 | 22 years, 241 days | United States of America | Date and location are uncertain |
| 31 | Win | 22–6–3 | Barney Passon | KO | 12 (20) | Jul 8, 1902 | 22 years, 196 days | Pueblo, Colorado, U.S. | Date and location are uncertain |
| 30 | Draw | 21–6–3 | Joe Cotton | PTS | 20 | Jun 23, 1902 | 22 years, 181 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 29 | Draw | 21–6–2 | Mike 'Dummy' Rowan | PTS | 20 | Jun 16, 1902 | 22 years, 174 days | Dewey Theater, Park City, Utah, U.S. | |
| 28 | Win | 21–6–1 | Tom Hensley | KO | 7 (10) | Jun 14, 1902 | 22 years, 172 days | Victor, Colorado, U.S. | |
| 27 | Win | 20–6–1 | Joe Tracey | KO | 15 (20) | Jun 9, 1902 | 22 years, 167 days | Pueblo, Colorado, U.S. | Date and location may be incorrect |
| 26 | Win | 19–6–1 | Jack Graham | DQ | 5 (20) | May 12, 1902 | 22 years, 139 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | Graham twice attempted to kick Flynn |
| 25 | Win | 18–6–1 | Willard Bean | PTS | 20 | Apr 7, 1902 | 22 years, 104 days | Salt Lake City, Utah, U.S. | |
| 24 | Loss | 17–6–1 | Jack Kid Lavalle | TKO | 2 (10) | Mar 24, 1902 | 22 years, 90 days | Pueblo, Colorado, U.S. | Date and result are uncertain |
| 23 | Win | 17–5–1 | George Condie | KO | 2 (20) | Feb 28, 1902 | 22 years, 66 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 22 | Win | 16–5–1 | Jim Francis | KO | 4 (10) | Feb 24, 1902 | 22 years, 62 days | Ogden, Utah, U.S. | |
| 21 | Win | 15–5–1 | Jim Francis | KO | 4 (10) | Feb 14, 1902 | 22 years, 52 days | Salt Lake A.C., Salt Lake City, Utah, U.S. | |
| 20 | Win | 14–5–1 | Pat Malloy | PTS | 6 | Sep 1, 1901 | 21 years, 251 days | Butte, Montana, U.S. | |
| 19 | Win | 13–5–1 | Mex Davis | PTS | 6 | Jul 11, 1901 | 21 years, 199 days | Rover's Club, Pueblo, Colorado, U.S. | |
| 18 | Loss | 12–5–1 | Mose LaFontise | TKO | 4 (25) | Feb 14, 1900 | 20 years, 52 days | Butte A.C., Butte, Montana, U.S. | |
| 17 | Loss | 12–4–1 | Mose LaFontise | PTS | 10 | Dec 19, 1899 | 19 years, 360 days | Butte Athletic Association, Butte, Montana, U.S. | |
| 16 | Win | 12–3–1 | Jack Fogarty | KO | 7 (10) | Nov 10, 1899 | 19 years, 321 days | Butte, Montana, U.S. | |
| 15 | Loss | 11–3–1 | Denis Ike Hayes | TKO | 4 (10) | Sep 29, 1899 | 19 years, 279 days | Butte, Montana, U.S. | |
| 14 | Win | 11–2–1 | Kid Dawson | KO | 3 (6) | Jun 24, 1899 | 19 years, 182 days | Butte, Montana, U.S. | Date and location are uncertain |
| 13 | Win | 10–2–1 | Jim Francis | PTS | 6 | Jun 10, 1899 | 19 years, 168 days | Butte, Montana, U.S. | Date and number of rounds are uncertain |
| 12 | Loss | 9–2–1 | Roy Mendy | KO | 2 (6) | May 13, 1899 | 19 years, 140 days | Butte, Montana, U.S. | Date and scheduled rounds are uncertain |
| 11 | Loss | 9–1–1 | Ed Seaman | KO | 5 (6) | Mar 21, 1899 | 19 years, 87 days | Butte, Montana, U.S. | Date and result are uncertain |
| 10 | Win | 9–0–1 | CA Nicholas | KO | 1 (20) | Mar 19, 1899 | 19 years, 85 days | Belt, Montana, U.S. | |
| 9 | Win | 8–0–1 | Fred Davis | PTS | 6 | Feb 11, 1899 | 19 years, 49 days | Butte, Montana, U.S. | Date and location are uncertain |
| 8 | Win | 7–0–1 | Kid Chambers | KO | 4 (6) | Jan 28, 1899 | 19 years, 35 days | Butte, Montana, U.S. | Date and location are uncertain |
| 7 | Win | 6–0–1 | Jim Freeman | TKO | 2 (20) | Jul 20, 1897 | 15 years, 208 days | Great Falls, Montana, U.S. | |
| 6 | Draw | 5–0–1 | Ed Hennessey | TD | 2 (10) | Feb 18, 1897 | 15 years, 56 days | Theater Comique, Sacramento, California, U.S. | Various fouls by both fighters |
| 5 | Win | 5–0 | Jim Morrissey | KO | 2 (10) | Jan 26, 1897 | 15 years, 33 days | Browne's Comique, Sacramento, California, U.S. | |
| 4 | Win | 4–0 | Billy Lewis | DQ | 19 (?) | Jul 4, 1894 | 14 years, 192 days | Williams, New Mexico, U.S. | |
| 3 | Win | 3–0 | Swifty | TKO | 5 (?) | May 25, 1894 | 14 years, 152 days | Williams, Arizona, U.S. | |
| 2 | Win | 2–0 | Herman Frazier | KO | 17 (?) | Apr 21, 1894 | 14 years, 118 days | Hurt's Hall, Los Cerillos, New Mexico, U.S. | Billed for the welterweight championship of the South |
| 1 | Win | 1–0 | W F Roberts | KO | 4 (?) | Aug 5, 1893 | 13 years, 224 days | Old Aztec Store, Santa Fe, New Mexico, U.S. | Professional debut(?) |