| Month | Game | + | Away | Pitcher | At | Home | Pitcher |
| September | 1 | CAL | Clay Buchholz | At | SYI | Kendall Graveman | |
| September | 2 | CAL | Jeremy Hellickson | At | SYI | Tim Adleman | |
| September | 3 | CAL | James Shields | At | SYI | Drew Smyly* | |
| 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 | + | HUC | Corey Kluber | At | SYI | Adam Conley* |
| September | 8 | + | HUC | Hisashi Iwakuma | At | SYI | Drew Smyly* |
| September | 9 | + | HUC | Jake Arrieta | At | SYI | James Paxton* |
| September | 10 | + | HUC | Carlos Carrasco | At | SYI | Hector Santiago* |
| September | 11 | + | HUC | Corey Kluber | At | SYI | Kendall Graveman |
| September | 12 | + | SYI | Adam Conley* | At | WRK | Mike Foltynewicz |
| September | 13 | + | SYI | Drew Smyly* | At | WRK | Sean Manaea* |
| September | 14 | + | SYI | James Paxton* | At | WRK | Kenta Maeda |
| September | 15 | + | SYI | Hector Santiago* | At | WRK | Ricky Nolasco |
| September | OFF | ||||||
| September | 16 | + | VRN | David Price* | At | SYI | Kendall Graveman |
| September | 17 | + | VRN | Vince Velasquez | At | SYI | Adam Conley* |
| September | 18 | + | VRN | Aaron Sanchez | At | SYI | Drew Smyly* |
| September | 19 | + | VRN | Danny Duffy* | At | SYI | James Paxton* |
| September | 20 | + | VRN | David Price* | At | SYI | Hector Santiago* |
| September | 21 | + | SYI | Kendall Graveman | At | COL | Josh Tomlin |
| September | 22 | + | SYI | Adam Conley* | At | COL | Ervin Santana |
| September | 23 | + | SYI | Drew Smyly* | At | COL | Joe Ross |
| September | 24 | + | SYI | James Paxton* | At | COL | Matt Wisler |
| + Indicates In Division Game | |||||||