| Month | Game | + | Away | Pitcher | At | Home | Pitcher |
| September | 1 | CHI | Tyler Anderson* | At | NYY | Tom Koehler | |
| September | 2 | CHI | Masahiro Tanaka | At | NYY | Jhoulys Chacin | |
| September | 3 | CHI | Tyler Chatwood | At | NYY | Trevor Bauer | |
| September | 4 | SYI | James Paxton* | At | CHI | Robbie Ray* | |
| September | 5 | SYI | Hector Santiago* | At | CHI | Chad Bettis | |
| September | 6 | SYI | Kendall Graveman | At | CHI | Tyler Anderson* | |
| September | OFF | ||||||
| September | 7 | COL | Cole Hamels* | At | CHI | Jeff Samardzija | |
| September | 8 | COL | Mike Montgomery* | At | CHI | Tyler Chatwood | |
| September | 9 | COL | Joe Ross | At | CHI | Robbie Ray* | |
| September | 10 | OAK | Jameson Taillon | At | CHI | Chad Bettis | |
| September | 11 | OAK | Zack Greinke | At | CHI | Jeff Samardzija | |
| September | 12 | OAK | Williams Perez | At | CHI | Tyler Anderson* | |
| September | 13 | CHI | Tyler Chatwood | At | BUR | Lance McCullers | |
| September | 14 | CHI | Robbie Ray* | At | BUR | Gio Gonzalez* | |
| September | 15 | CHI | Jeff Samardzija | At | BUR | Zach Davies | |
| September | OFF | ||||||
| September | 16 | + | CHI | Masahiro Tanaka | At | SRD | Chris Sale* |
| September | 17 | + | CHI | Chad Bettis | At | SRD | Edinson Volquez |
| September | 18 | + | CHI | Tyler Chatwood | At | SRD | Dallas Keuchel* |
| September | 19 | + | CHI | Tyler Anderson* | At | SRD | Jake Thompson |
| September | 20 | + | CHI | Masahiro Tanaka | At | SRD | Michael Pineda |
| September | 21 | + | DYE | Junior Guerra | At | CHI | Robbie Ray* |
| September | 22 | + | DYE | Scott Kazmir* | At | CHI | Chad Bettis |
| September | 23 | + | DYE | Bartolo Colon | At | CHI | Tyler Chatwood |
| September | 24 | + | DYE | Aaron Nola | At | CHI | Tyler Anderson* |
| + Indicates In Division Game | |||||||