1999 Cleveland Indians season Game log September

| Date_ | Opponent | Score | Loss | Attendance | Record |
|---|---|---|---|---|---|
| September 11 | @ White Sox | 4 - 3 | Parque (9-13) | 34400 | 88-53 |
| September 12 | @ White Sox | 4 - 3 | Wright (7-8) | 20481 | 88-54 |
| September 13 | Red Sox | 11 - 7 | Wakefield (5-10) | 43264 | 89-54 |
| September 14 | Red Sox | 12 - 3 | Gooden (3-4) | 43203 | 89-55 |
| September 15 | Red Sox | 6 - 4 (13) | Brower (1-1) | 43224 | 89-56 |
| September 16 | Yankees | 9 - 5 | Burba (14-8) | 43054 | 89-57 |
| September 17 | Yankees | 9 - 4 | Wright (7-9) | 43029 | 89-58 |
| September 18 | Yankees | 5 - 4 | Hernandez (16-9) | 43002 | 90-58 |
| September 19 | Yankees | 11 - 7 | Martin (0-1) | 42969 | 90-59 |
| September 20 | @ Tigers | 4 - 3 (10) | Riske (1-1) | 26106 | 90-60 |