| Month | Game | + | Away | Pitcher | At | Home | Pitcher |
| September | 1 | CHI | Dinelson Lamet | At | HMA | J.A. Happ* | |
| September | 2 | CHI | Robbie Ray* | At | HMA | Marcus Stroman | |
| September | 3 | CHI | Jeff Samardzija | At | HMA | Gerrit Cole | |
| September | 4 | VRN | Max Scherzer | At | CHI | Ben Lively | |
| September | 5 | VRN | R.A. Dickey | At | CHI | Masahiro Tanaka | |
| September | 6 | VRN | Chad Kuhl | At | CHI | Dinelson Lamet | |
| September | OFF | ||||||
| September | 7 | + | SRD | Chris Sale* | At | CHI | Jeff Samardzija |
| September | 8 | + | SRD | Francisco Liriano* | At | CHI | Ben Lively |
| September | 9 | + | SRD | Yu Darvish | At | CHI | Robbie Ray* |
| September | 10 | + | SRD | Alex Wood* | At | CHI | Dinelson Lamet |
| September | 11 | + | SRD | Rafael Montero | At | CHI | Masahiro Tanaka |
| September | 12 | + | CHI | Jeff Samardzija | At | GGG | Martin Perez* |
| September | 13 | + | CHI | Ben Lively | At | GGG | Brent Suter* |
| September | 14 | + | CHI | Robbie Ray* | At | GGG | Rick Porcello |
| September | 15 | + | CHI | Dinelson Lamet | At | GGG | Mike Foltynewicz |
| September | OFF | ||||||
| September | 16 | + | CHI | Masahiro Tanaka | At | TAM | Chris Archer |
| September | 17 | + | CHI | Ben Lively | At | TAM | Zack Godley |
| September | 18 | + | CHI | Jeff Samardzija | At | TAM | Luis Severino |
| September | 19 | + | CHI | Dinelson Lamet | At | TAM | Jose Quintana* |
| September | 20 | + | CHI | Austin Bibens-Dirkx | At | TAM | Jason Hammel |
| September | 21 | + | GGG | Mike Foltynewicz | At | CHI | Robbie Ray* |
| September | 22 | + | GGG | Reynaldo Lopez | At | CHI | Ben Lively |
| September | 23 | + | GGG | Martin Perez* | At | CHI | Jeff Samardzija |
| September | 24 | + | GGG | Brent Suter* | At | CHI | Dinelson Lamet |
| + Indicates In Division Game | |||||||