1999 Cleveland Indians season Game log September

| Date_ | Opponent | Score | Loss | Attendance | Record |
|---|---|---|---|---|---|
| September 21 | @ Tigers | 6 - 1 | Borkowski (1-5) | 24155 | 91-60 |
| September 22 | @ Tigers | 9 - 1 | Moehler (9-16) | 27355 | 92-60 |
| September 23 | @ Tigers | 7 - 5 | Nagy (17-10) | 34970 | 92-61 |
| September 24 | @ Blue Jays | 18 - 4 | Munro (0-2) | 26620 | 93-61 |
| September 25 | @ Blue Jays | 9 - 6 | Spoljaric (2-1) | 32029 | 94-61 |
| September 26 | @ Blue Jays | 11 - 7 | Koch (0-5) | 34253 | 95-61 |
| September 28 | @ Royals | 2 - 1 | Witasick (9-12) | 11009 | 96-61 |
| September 29 | @ Royals | 5 - 2 | Nagy (17-11) | 11814 | 96-62 |
| September 30 | Blue Jays | 9 - 2 | Spoljaric (2-2) | 43201 | 97-62 |