| 2009-04-07 | @ BOS | 1 | L 3-5 | 0-1 | 4 | 37,057 | James Shields | Josh Beckett | Josh Beckett | James Shields | Jonathan Papelbon | 3 | 5 | -2 |
| 2009-04-08 | @ BOS | 2 | W 7-2 | 1-1 | 4 | 37,552 | Scott Kazmir | Jon Lester | Scott Kazmir | Jon Lester | Grant Balfour | 10 | 7 | 3 |
| 2009-04-09 | @ BOS | 3 | W 4-3 | 2-1 | 2 | 37,784 | Matt Garza | Daisuke Matsuzaka | Matt Garza | Daisuke Matsuzaka | Troy Percival | 14 | 10 | 4 |
| 2009-04-10 | @ BAL | 4 | L 4-5 | 2-2 | 3 | 22,866 | Andy Sonnanstine | Mark Hendrickson | Mark Hendrickson | Andy Sonnanstine | George Sherrill | 18 | 15 | 3 |
| 2009-04-11 | @ BAL | 5 | L 0-6 | 2-3 | 5 | 15,108 | Jeff Niemann | Jeremy Guthrie | Jeremy Guthrie | Jeff Niemann | | 18 | 21 | -3 |
| 2009-04-12 | @ BAL | 6 | W 11-3 | 2-4 | 5 | 15,531 | James Shields | Adam Eaton | James Shields | Adam Eaton | | 29 | 24 | 5 |
| 2009-04-13 | vs NYA | 7 | W 15-5 | 2-5 | 5 | 36,973 | Scott Kazmir | Chien-Ming Wang | Scott Kazmir | Chien-Ming Wang | | 44 | 29 | 15 |
| 2009-04-14 | vs NYA | 8 | L 2-7 | 2-6 | 5 | 36,973 | Matt Garza | A.J. Burnett | A.J. Burnett | J.P. Howell | | 46 | 36 | 10 |
| 2009-04-15 | vs NYA | 9 | L 3-4 | 2-7 | 5 | 25,171 | Andy Sonnanstine | Andy Pettitte | Brian Bruney | Troy Percival | Mariano Rivera | 49 | 40 | 9 |
| 2009-04-16 | vs CHA | 10 | L 2-3 | 2-8 | 5 | 13,803 | Jeff Niemann | John Danks | John Danks | Jeff Niemann | Bobby Jenks | 51 | 43 | 8 |
| 2009-04-17 | vs CHA | 11 | W 6-5 | 3-8 | 5 | 28,927 | James Shields | Bartolo Colon | James Shields | Matt Thornton | Troy Percival | 57 | 48 | 9 |
| 2009-04-18 | vs CHA | 12 | L 3-8 | 3-9 | 5 | 31,916 | Scott Kazmir | Mark Buehrle | Mark Buehrle | Scott Kazmir | | 60 | 56 | 4 |
| 2009-04-19 | vs CHA | 13 | L 2-12 | 4-9 | 5 | 29,142 | Matt Garza | Gavin Floyd | Gavin Floyd | Matt Garza | | 62 | 68 | -6 |
| 2009-04-21 | @ SEA | 14 | L 2-4 | 4-10 | 5 | 19,582 | Andy Sonnanstine | Jarrod Washburn | Jarrod Washburn | Andy Sonnanstine | Brandon Morrow | 64 | 72 | -8 |
| 2009-04-22 | @ SEA | 15 | W 9-3 | 5-10 | 6 | 16,476 | Jeff Niemann | Chris Jakubauskas | Jeff Niemann | Chris Jakubauskas | | 73 | 75 | -2 |
| 2009-04-23 | @ SEA | 16 | L 0-1 | 5-11 | 5 | 17,639 | James Shields | Felix Hernandez | Felix Hernandez | James Shields | Brandon Morrow | 73 | 76 | -3 |
| 2009-04-24 | @ OAK | 17 | W 8-2 | 6-11 | 5 | 20,140 | Scott Kazmir | Trevor Cahill | Scott Kazmir | Trevor Cahill | | 81 | 78 | 3 |
| 2009-04-25 | @ OAK | 18 | L 2-5 | 6-12 | 5 | 15,432 | Matt Garza | Dallas Braden | Dallas Braden | Matt Garza | Brad Ziegler | 83 | 83 | 0 |
| 2009-04-26 | @ OAK | 19 | L 1-7 | 6-13 | 5 | 18,689 | Andy Sonnanstine | Dana Eveland | Dana Eveland | Andy Sonnanstine | | 84 | 90 | -6 |
| 2009-04-27 | @ MIN | 20 | W 7-1 | 7-13 | 5 | 17,988 | Jeff Niemann | Scott Baker | Jeff Niemann | Scott Baker | | 91 | 91 | 0 |
| 2009-04-28 | @ MIN | 21 | L 3-4 | 7-14 | 5 | 18,974 | James Shields | Francisco Liriano | Joe Nathan | J.P. Howell | | 94 | 95 | -1 |
| 2009-04-29 | @ MIN | 22 | L 3-8 | 7-15 | 5 | 21,715 | Scott Kazmir | Nick Blackburn | Nick Blackburn | Scott Kazmir | | 97 | 103 | -6 |
| 2009-04-30 | vs BOS | 23 | W 13-0 | 8-15 | 5 | 20,341 | Matt Garza | Josh Beckett | Matt Garza | Josh Beckett | | 110 | 103 | 7 |
| 2009-05-01 | vs BOS | 24 | W 6-2 | 9-15 | 5 | 27,045 | Andy Sonnanstine | Justin Masterson | Andy Sonnanstine | Justin Masterson | | 116 | 105 | 11 |
| 2009-05-02 | vs BOS | 25 | L 6-10 | 10-15 | 5 | 34,910 | Jeff Niemann | Tim Wakefield | Tim Wakefield | Jeff Niemann | | 122 | 115 | 7 |
| 2009-05-03 | vs BOS | 26 | W 5-3 | 11-15 | 4 | 32,332 | James Shields | Brad Penny | James Shields | Brad Penny | Troy Percival | 127 | 118 | 9 |
| 2009-05-04 | vs BAL | 27 | L 4-8 | 11-16 | 5 | 12,658 | Scott Kazmir | Adam Eaton | Danys Baez | Scott Kazmir | | 131 | 126 | 5 |
| 2009-05-05 | vs BAL | 28 | W 6-3 | 12-16 | 4 | 13,174 | Matt Garza | Koji Uehara | Matt Garza | Koji Uehara | Troy Percival | 137 | 129 | 8 |
| 2009-05-06 | @ NYA | 29 | W 4-3 | 13-16 | 4 | 42,585 | Andy Sonnanstine | A.J. Burnett | Grant Balfour | Phil Coke | Troy Percival | 141 | 132 | 9 |
| 2009-05-07 | @ NYA | 30 | W 8-6 | 14-16 | 4 | 43,769 | Jeff Niemann | Andy Pettitte | Brian Shouse | Mariano Rivera | Joe Nelson | 149 | 138 | 11 |
| 2009-05-08 | @ BOS | 31 | L 3-7 | 14-17 | 4 | 37,745 | James Shields | Brad Penny | Brad Penny | James Shields | | 152 | 145 | 7 |
| 2009-05-09 | @ BOS | 32 | W 14-5 | 14-18 | 4 | 37,773 | Scott Kazmir | Jon Lester | Scott Kazmir | Jon Lester | Lance Cormier | 166 | 150 | 16 |
| 2009-05-10 | @ BOS | 33 | L 3-4 | 14-19 | 4 | 37,759 | Matt Garza | Josh Beckett | Ramon Ramirez | Brian Shouse | Jonathan Papelbon | 169 | 154 | 15 |
| 2009-05-12 | @ BAL | 34 | L 5-7 | 14-20 | 5 | 17,122 | Andy Sonnanstine | Mark Hendrickson | Brian Bass | Andy Sonnanstine | George Sherrill | 174 | 161 | 13 |
| 2009-05-13 | @ BAL | 35 | W 8-6 | 15-20 | 4 | 13,237 | Jeff Niemann | Brad Bergesen | Jeff Niemann | Brad Bergesen | J.P. Howell | 182 | 167 | 15 |
| 2009-05-14 | vs CLE | 36 | L 7-11 | 16-20 | 4 | 17,169 | James Shields | Fausto Carmona | Fausto Carmona | James Shields | | 189 | 178 | 11 |
| 2009-05-15 | vs CLE | 37 | W 8-7 | 17-20 | 4 | 25,827 | Scott Kazmir | Anthony Reyes | Dan Wheeler | Luis Vizcaino | | 197 | 185 | 12 |
| 2009-05-16 | vs CLE | 38 | W 4-2 | 18-20 | 4 | 34,235 | Matt Garza | Carl Pavano | Matt Garza | Carl Pavano | Joe Nelson | 201 | 187 | 14 |
| 2009-05-17 | vs CLE | 39 | W 7-5 | 19-20 | 4 | 28,841 | Andy Sonnanstine | David Huff | Andy Sonnanstine | David Huff | Troy Percival | 208 | 192 | 16 |
| 2009-05-18 | vs OAK | 40 | W 13-4 | 19-21 | 4 | 11,420 | Jeff Niemann | Sean Gallagher | Jeff Niemann | Sean Gallagher | | 221 | 196 | 25 |
| 2009-05-19 | vs OAK | 41 | L 1-4 | 19-22 | 4 | 12,842 | James Shields | Josh Outman | Santiago Casilla | Dan Wheeler | | 222 | 200 | 22 |
| 2009-05-20 | vs OAK | 42 | L 6-7 | 19-23 | 4 | 13,721 | Scott Kazmir | Brett Anderson | Brett Anderson | Scott Kazmir | Brad Ziegler | 228 | 207 | 21 |
| 2009-05-21 | vs OAK | 43 | W 6-5 | 20-23 | 4 | 14,374 | Matt Garza | Dallas Braden | Joe Nelson | Brad Ziegler | | 234 | 212 | 22 |
| 2009-05-22 | @ FLO | 44 | W 15-2 | 20-24 | 4 | 16,226 | Andy Sonnanstine | Ricky Nolasco | Andy Sonnanstine | Ricky Nolasco | Dale Thayer | 249 | 214 | 35 |
| 2009-05-23 | @ FLO | 45 | W 10-3 | 20-25 | 4 | 20,253 | Jeff Niemann | Sean West | Grant Balfour | Leo Nunez | | 259 | 217 | 42 |
| 2009-05-24 | @ FLO | 46 | L 4-5 | 20-26 | 4 | 12,839 | James Shields | Josh Johnson | Brian Sanches | Lance Cormier | | 263 | 222 | 41 |
| 2009-05-25 | @ CLE | 47 | L 10-11 | 20-27 | 5 | 20,929 | David Price | Fausto Carmona | Jeremy Sowers | Jason Isringhausen | | 273 | 233 | 40 |
| 2009-05-26 | @ CLE | 48 | L 1-5 | 20-28 | 5 | 18,754 | Matt Garza | Carl Pavano | Carl Pavano | Matt Garza | | 274 | 238 | 36 |
| 2009-05-27 | @ CLE | 49 | L 7-12 | 21-28 | 5 | 19,335 | Andy Sonnanstine | Zach Jackson | Greg Aquino | Andy Sonnanstine | Luis Vizcaino | 281 | 250 | 31 |
| 2009-05-28 | @ CLE | 50 | L 1-2 | 21-29 | 5 | 27,356 | Jeff Niemann | David Huff | Matt Herges | Jeff Niemann | Kerry Wood | 282 | 252 | 30 |
| 2009-05-29 | vs MIN | 51 | W 5-3 | 22-29 | 5 | 19,358 | James Shields | Scott Baker | James Shields | Scott Baker | Randy Choate | 287 | 255 | 32 |
| 2009-05-30 | vs MIN | 52 | W 5-2 | 23-29 | 5 | 36,052 | David Price | Francisco Liriano | David Price | Francisco Liriano | Randy Choate | 292 | 257 | 35 |
| 2009-05-31 | vs MIN | 53 | L 2-3 | 23-30 | 5 | 26,579 | Matt Garza | Nick Blackburn | Nick Blackburn | Matt Garza | Joe Nathan | 294 | 260 | 34 |
| 2009-06-02 | vs KCA | 54 | W 6-2 | 24-30 | 5 | 13,604 | Andy Sonnanstine | Kyle Davies | Andy Sonnanstine | Kyle Davies | | 300 | 262 | 38 |
| 2009-06-03 | vs KCA | 55 | W 9-0 | 25-30 | 5 | 15,256 | Jeff Niemann | Brian Bannister | Jeff Niemann | Brian Bannister | | 309 | 262 | 47 |
| 2009-06-04 | vs KCA | 56 | W 3-2 | 26-30 | 4 | 16,103 | James Shields | Gil Meche | James Shields | Jamey Wright | J.P. Howell | 312 | 264 | 48 |
| 2009-06-06 | @ NYA | 57 | W 9-7 | 27-30 | 4 | 46,205 | David Price | CC Sabathia | J.P. Howell | Mariano Rivera | Randy Choate | 321 | 271 | 50 |
| 2009-06-07 | @ NYA | 58 | L 3-4 | 27-31 | 4 | 46,465 | Matt Garza | Joba Chamberlain | Alfredo Aceves | Grant Balfour | Mariano Rivera | 324 | 275 | 49 |
| 2009-06-08 | @ NYA | 59 | L 3-5 | 27-32 | 4 | 44,706 | Andy Sonnanstine | Andy Pettitte | Andy Pettitte | Andy Sonnanstine | Mariano Rivera | 327 | 280 | 47 |
| 2009-06-09 | vs ANA | 60 | L 3-4 | 27-33 | 4 | 16,087 | James Shields | Jered Weaver | Jered Weaver | James Shields | Brian Fuentes | 330 | 284 | 46 |
| 2009-06-10 | vs ANA | 61 | W 9-5 | 28-33 | 4 | 15,658 | Jeff Niemann | John Lackey | Lance Cormier | John Lackey | | 339 | 289 | 50 |
| 2009-06-11 | vs ANA | 62 | W 11-1 | 29-33 | 4 | 17,086 | David Price | Ervin Santana | Grant Balfour | Ervin Santana | | 350 | 290 | 60 |
| 2009-06-12 | vs WAS | 63 | W 4-3 | 30-33 | 4 | 18,273 | Matt Garza | Craig Stammen | J.P. Howell | Ron Villone | | 354 | 293 | 61 |
| 2009-06-13 | vs WAS | 64 | W 8-3 | 31-33 | 4 | 30,586 | Andy Sonnanstine | Jordan Zimmermann | Andy Sonnanstine | Jason Bergmann | | 362 | 296 | 66 |
| 2009-06-14 | vs WAS | 65 | W 5-4 | 32-33 | 4 | 25,841 | James Shields | Ross Detwiler | Dan Wheeler | Ron Villone | J.P. Howell | 367 | 300 | 67 |
| 2009-06-16 | @ COL | 66 | W 12-4 | 32-34 | 4 | 28,582 | Jeff Niemann | Jorge de la Rosa | Jeff Niemann | Jorge de la Rosa | | 379 | 304 | 75 |
| 2009-06-17 | @ COL | 67 | L 3-5 | 32-35 | 4 | 26,460 | David Price | Aaron Cook | Aaron Cook | David Price | Huston Street | 382 | 309 | 73 |
| 2009-06-18 | @ COL | 68 | L 3-4 | 32-36 | 4 | 28,639 | Matt Garza | Ubaldo Jimenez | Ubaldo Jimenez | Matt Garza | Huston Street | 385 | 313 | 72 |
| 2009-06-19 | @ NYN | 69 | L 3-5 | 32-37 | 4 | 38,493 | Andy Sonnanstine | Fernando Nieve | Fernando Nieve | Andy Sonnanstine | Francisco Rodriguez | 388 | 318 | 70 |
| 2009-06-20 | @ NYN | 70 | W 3-1 | 33-37 | 4 | 37,992 | James Shields | Johan Santana | James Shields | Johan Santana | J.P. Howell | 391 | 319 | 72 |
| 2009-06-21 | @ NYN | 71 | W 10-6 | 33-38 | 4 | 38,791 | Jeff Niemann | Mike Pelfrey | Joe Nelson | Bobby Parnell | | 401 | 325 | 76 |
| 2009-06-23 | vs PHI | 72 | L 1-10 | 33-39 | 4 | 19,608 | David Price | Jamie Moyer | Jamie Moyer | David Price | | 402 | 335 | 67 |
| 2009-06-24 | vs PHI | 73 | W 7-1 | 34-39 | 4 | 18,862 | Matt Garza | Joe Blanton | Matt Garza | Joe Blanton | | 409 | 336 | 73 |
| 2009-06-25 | vs PHI | 74 | W 10-4 | 34-40 | 4 | 20,141 | Andy Sonnanstine | Antonio Bastardo | Andy Sonnanstine | Antonio Bastardo | | 419 | 340 | 79 |
| 2009-06-26 | vs FLO | 75 | W 7-3 | 35-40 | 4 | 20,972 | James Shields | Josh Johnson | J.P. Howell | Renyel Pinto | | 426 | 343 | 83 |
| 2009-06-27 | vs FLO | 76 | W 3-2 | 36-40 | 4 | 35,790 | Scott Kazmir | Chris Volstad | J.P. Howell | Burke Badenhop | | 429 | 345 | 84 |
| 2009-06-28 | vs FLO | 77 | W 5-2 | 37-40 | 4 | 29,459 | David Price | Andrew Miller | David Price | Andrew Miller | J.P. Howell | 434 | 347 | 87 |
| 2009-06-29 | @ TOR | 78 | W 4-1 | 38-40 | 4 | 15,665 | Jeff Niemann | Roy Halladay | Jeff Niemann | Roy Halladay | Randy Choate | 438 | 348 | 90 |
| 2009-06-30 | @ TOR | 79 | W 4-1 | 39-40 | 4 | 15,477 | Matt Garza | Scott Richmond | Matt Garza | Scott Richmond | J.P. Howell | 442 | 349 | 93 |
| 2009-07-01 | @ TOR | 80 | L 0-5 | 39-41 | 4 | 30,533 | James Shields | Ricky Romero | Ricky Romero | James Shields | | 442 | 354 | 88 |
| 2009-07-03 | @ TEX | 81 | L 1-3 | 39-42 | 4 | 39,123 | Scott Kazmir | Tommy Hunter | Tommy Hunter | Scott Kazmir | Frank Francisco | 443 | 357 | 86 |
| 2009-07-04 | @ TEX | 82 | L 4-12 | 40-42 | 4 | 43,809 | David Price | Derek Holland | Derek Holland | David Price | | 447 | 369 | 78 |
| 2009-07-05 | @ TEX | 83 | L 2-5 | 40-43 | 4 | 22,324 | Matt Garza | Scott Feldman | Scott Feldman | Matt Garza | Frank Francisco | 449 | 374 | 75 |
| 2009-07-07 | vs TOR | 84 | W 3-1 | 41-43 | 4 | 15,244 | James Shields | Marc Rzepczynski | Dan Wheeler | Brandon League | | 452 | 375 | 77 |
| 2009-07-08 | vs TOR | 85 | W 10-9 | 41-44 | 4 | 15,252 | Scott Kazmir | Brian Tallet | J.P. Howell | Jason Frasor | | 462 | 384 | 78 |
| 2009-07-09 | vs TOR | 86 | W 3-2 | 42-44 | 4 | 25,749 | David Price | Roy Halladay | David Price | Roy Halladay | Dan Wheeler | 465 | 386 | 79 |
| 2009-07-10 | vs OAK | 87 | W 6-0 | 43-44 | 4 | 20,358 | Jeff Niemann | Vin Mazzaro | Jeff Niemann | Vin Mazzaro | | 471 | 386 | 85 |
| 2009-07-11 | vs OAK | 88 | L 2-7 | 43-45 | 4 | 33,273 | Matt Garza | Dallas Braden | Dallas Braden | Matt Garza | | 473 | 393 | 80 |
| 2009-07-12 | vs OAK | 89 | L 3-7 | 43-46 | 4 | 29,727 | James Shields | Brett Anderson | Michael Wuertz | Dan Wheeler | Andrew Bailey | 476 | 400 | 76 |
| 2009-07-17 | @ KCA | 90 | W 8-7 | 44-46 | 4 | 33,568 | James Shields | Brian Bannister | Joe Nelson | Juan Cruz | J.P. Howell | 484 | 407 | 77 |
| 2009-07-18 | @ KCA | 91 | W 4-2 | 45-46 | 4 | 30,288 | Scott Kazmir | Zack Greinke | Chad Bradford | Juan Cruz | J.P. Howell | 488 | 409 | 79 |
| 2009-07-19 | @ KCA | 92 | W 4-3 | 46-46 | 4 | 18,934 | Matt Garza | Luke Hochevar | Grant Balfour | Jamey Wright | J.P. Howell | 492 | 412 | 80 |
| 2009-07-20 | @ CHA | 93 | L 3-4 | 46-47 | 4 | 39,024 | David Price | Gavin Floyd | Gavin Floyd | David Price | Bobby Jenks | 495 | 416 | 79 |
| 2009-07-21 | @ CHA | 94 | W 3-2 | 47-47 | 4 | 23,319 | Jeff Niemann | Clayton Richard | Jeff Niemann | Bobby Jenks | J.P. Howell | 498 | 418 | 80 |
| 2009-07-22 | @ CHA | 95 | L 3-4 | 47-48 | 4 | 26,257 | James Shields | Carlos Torres | D.J. Carrasco | Dan Wheeler | Matt Thornton | 501 | 422 | 79 |
| 2009-07-23 | @ CHA | 96 | L 0-5 | 47-49 | 4 | 28,036 | Scott Kazmir | Mark Buehrle | Mark Buehrle | Scott Kazmir | | 501 | 427 | 74 |
| 2009-07-24 | @ TOR | 97 | W 4-2 | 48-49 | 3 | 24,161 | Matt Garza | Roy Halladay | Matt Garza | Scott Downs | J.P. Howell | 505 | 429 | 76 |
| 2009-07-25 | @ TOR | 98 | W 10-9 | 48-50 | 4 | 26,527 | David Price | Brian Tallet | J.P. Howell | Shawn Camp | Joe Nelson | 515 | 438 | 77 |
| 2009-07-26 | @ TOR | 99 | L 1-5 | 48-51 | 4 | 30,610 | Jeff Niemann | Brett Cecil | Brett Cecil | Jeff Niemann | | 516 | 443 | 73 |
| 2009-07-27 | vs NYA | 100 | L 4-11 | 49-51 | 4 | 33,442 | James Shields | A.J. Burnett | A.J. Burnett | James Shields | David Robertson | 520 | 454 | 66 |
| 2009-07-28 | vs NYA | 101 | W 6-2 | 50-51 | 3 | 32,304 | Scott Kazmir | CC Sabathia | Scott Kazmir | CC Sabathia | | 526 | 456 | 70 |
| 2009-07-29 | vs NYA | 102 | L 2-6 | 50-52 | 3 | 32,398 | Matt Garza | Joba Chamberlain | Joba Chamberlain | Matt Garza | | 528 | 462 | 66 |
| 2009-07-31 | vs KCA | 103 | W 8-2 | 51-52 | 3 | 26,596 | David Price | Sidney Ponson | David Price | Sidney Ponson | | 536 | 464 | 72 |
| 2009-08-01 | vs KCA | 104 | W 7-1 | 52-52 | 3 | 36,973 | Jeff Niemann | Bruce Chen | Jeff Niemann | Bruce Chen | | 543 | 465 | 78 |
| 2009-08-02 | vs KCA | 105 | L 1-4 | 52-53 | 3 | 27,930 | James Shields | Brian Bannister | Brian Bannister | James Shields | Joakim Soria | 544 | 469 | 75 |
| 2009-08-03 | vs KCA | 106 | W 10-4 | 52-54 | 4 | 24,219 | Scott Kazmir | Zack Greinke | Scott Kazmir | Zack Greinke | | 554 | 473 | 81 |
| 2009-08-04 | vs BOS | 107 | W 4-2 | 53-54 | 3 | 29,873 | Matt Garza | Jon Lester | Lance Cormier | Takashi Saito | | 558 | 475 | 83 |
| 2009-08-05 | vs BOS | 108 | W 6-4 | 54-54 | 3 | 31,517 | David Price | Brad Penny | David Price | Brad Penny | J.P. Howell | 564 | 479 | 85 |
| 2009-08-07 | @ SEA | 109 | L 6-7 | 54-55 | 3 | 44,378 | Jeff Niemann | Felix Hernandez | Shawn Kelley | J.P. Howell | | 570 | 486 | 84 |
| 2009-08-08 | @ SEA | 110 | W 10-4 | 54-56 | 3 | 28,239 | James Shields | Ian Snell | James Shields | Chris Jakubauskas | | 580 | 490 | 90 |
| 2009-08-09 | @ SEA | 111 | L 2-11 | 55-56 | 3 | 28,490 | Scott Kazmir | Ryan Rowland-Smith | Ryan Rowland-Smith | Scott Kazmir | | 582 | 501 | 81 |
| 2009-08-10 | @ ANA | 112 | L 7-8 | 55-57 | 4 | 37,388 | Matt Garza | Sean O'Sullivan | Kevin Jepsen | Russ Springer | Brian Fuentes | 589 | 509 | 80 |
| 2009-08-11 | @ ANA | 113 | L 0-6 | 55-58 | 4 | 43,559 | David Price | Ervin Santana | Ervin Santana | David Price | | 589 | 515 | 74 |
| 2009-08-12 | @ ANA | 114 | L 5-10 | 56-58 | 3 | 37,859 | Jeff Niemann | Trevor Bell | Jason Bulger | Grant Balfour | | 594 | 525 | 69 |
| 2009-08-14 | vs TOR | 115 | L 2-5 | 56-59 | 4 | 21,522 | James Shields | Roy Halladay | Roy Halladay | James Shields | Jason Frasor | 596 | 530 | 66 |
| 2009-08-15 | vs TOR | 116 | W 8-3 | 57-59 | 3 | 29,632 | Scott Kazmir | Brian Tallet | Scott Kazmir | Brian Tallet | | 604 | 533 | 71 |
| 2009-08-16 | vs TOR | 117 | W 5-2 | 58-59 | 3 | 24,625 | Matt Garza | Marc Rzepczynski | Dan Wheeler | Brandon League | | 609 | 535 | 74 |
| 2009-08-18 | vs BAL | 118 | W 5-4 | 59-59 | 3 | 16,514 | David Price | Jason Berken | David Price | Jason Berken | J.P. Howell | 614 | 539 | 75 |
| 2009-08-19 | vs BAL | 119 | W 3-1 | 60-59 | 3 | 18,474 | Jeff Niemann | Chris Tillman | Jeff Niemann | Chris Tillman | J.P. Howell | 617 | 540 | 77 |
| 2009-08-20 | vs BAL | 120 | L 7-8 | 60-60 | 3 | 15,870 | James Shields | Brian Matusz | Brian Matusz | James Shields | Jim Johnson | 624 | 548 | 76 |
| 2009-08-21 | vs TEX | 121 | W 5-3 | 61-60 | 3 | 20,639 | Scott Kazmir | Dustin Nippert | Scott Kazmir | Dustin Nippert | J.P. Howell | 629 | 551 | 78 |
| 2009-08-22 | vs TEX | 122 | W 5-4 | 62-60 | 3 | 34,281 | Matt Garza | Tommy Hunter | Grant Balfour | Jason Grilli | | 634 | 555 | 79 |
| 2009-08-23 | vs TEX | 123 | L 0-4 | 62-61 | 3 | 29,101 | David Price | Scott Feldman | Scott Feldman | David Price | | 634 | 559 | 75 |
| 2009-08-24 | @ TOR | 124 | W 12-7 | 62-62 | 3 | 17,184 | Jeff Niemann | Roy Halladay | Jeff Niemann | Roy Halladay | | 646 | 566 | 80 |
| 2009-08-25 | @ TOR | 125 | W 7-3 | 63-62 | 3 | 17,307 | James Shields | Brett Cecil | James Shields | Brett Cecil | | 653 | 569 | 84 |
| 2009-08-26 | @ TOR | 126 | L 2-3 | 63-63 | 3 | 15,349 | Scott Kazmir | Marc Rzepczynski | Brandon League | J.P. Howell | | 655 | 572 | 83 |
| 2009-08-28 | @ DET | 127 | L 2-6 | 63-64 | 3 | 35,030 | Matt Garza | Rick Porcello | Rick Porcello | Matt Garza | | 657 | 578 | 79 |
| 2009-08-29 | @ DET | 128 | W 3-1 | 64-64 | 3 | 39,296 | David Price | Nate Robertson | David Price | Nate Robertson | J.P. Howell | 660 | 579 | 81 |
| 2009-08-30 | @ DET | 129 | L 3-4 | 64-65 | 3 | 36,067 | Jeff Niemann | Justin Verlander | Justin Verlander | Grant Balfour | Fernando Rodney | 663 | 583 | 80 |
| 2009-08-31 | @ DET | 130 | W 11-7 | 64-66 | 3 | 26,533 | James Shields | Jarrod Washburn | James Shields | Jarrod Washburn | | 674 | 590 | 84 |
| 2009-09-01 | vs BOS | 131 | L 4-8 | 64-67 | 3 | 17,692 | Andy Sonnanstine | Jon Lester | Jon Lester | Andy Sonnanstine | Jonathan Papelbon | 678 | 598 | 80 |
| 2009-09-02 | vs BOS | 132 | W 8-5 | 65-67 | 3 | 19,148 | Matt Garza | Josh Beckett | J.P. Howell | Ramon Ramirez | Dan Wheeler | 686 | 603 | 83 |
| 2009-09-03 | vs BOS | 133 | L 3-6 | 65-68 | 3 | 20,823 | David Price | Clay Buchholz | Clay Buchholz | David Price | Jonathan Papelbon | 689 | 609 | 80 |
| 2009-09-04 | vs DET | 134 | L 3-4 | 65-69 | 3 | 18,596 | Jeff Niemann | Justin Verlander | Justin Verlander | J.P. Howell | Fernando Rodney | 692 | 613 | 79 |
| 2009-09-05 | vs DET | 135 | L 6-8 | 65-70 | 3 | 36,973 | James Shields | Armando Galarraga | Bobby Seay | Grant Balfour | Brandon Lyon | 698 | 621 | 77 |
| 2009-09-06 | vs DET | 136 | L 3-5 | 65-71 | 3 | 28,059 | Wade Davis | Edwin Jackson | Edwin Jackson | Russ Springer | Brandon Lyon | 701 | 626 | 75 |
| 2009-09-07 | @ NYA | 137 | L 1-4 | 65-73 | 5 | 47,436 | Matt Garza | CC Sabathia | Phil Hughes | Lance Cormier | Mariano Rivera | 702 | 630 | 72 |
| 2009-09-07 | @ NYA | 138 | L 1-11 | 65-73 | 5 | 45,953 | Andy Sonnanstine | A.J. Burnett | A.J. Burnett | Andy Sonnanstine | | 703 | 641 | 62 |
| 2009-09-08 | @ NYA | 139 | L 2-3 | 65-74 | 4 | 45,350 | David Price | Chad Gaudin | Mariano Rivera | Dan Wheeler | | 705 | 644 | 61 |
| 2009-09-09 | @ NYA | 140 | L 2-4 | 65-75 | 4 | 45,848 | Jeff Niemann | Joba Chamberlain | Jonathan Albaladejo | Lance Cormier | Phil Coke | 707 | 648 | 59 |
| 2009-09-12 | @ BOS | 141 | L 1-9 | 65-76 | 4 | 37,755 | Wade Davis | Josh Beckett | Josh Beckett | Wade Davis | | 708 | 657 | 51 |
| 2009-09-13 | @ BOS | 142 | L 1-3 | 65-78 | 6 | 38,228 | Matt Garza | Clay Buchholz | Hideki Okajima | Matt Garza | Jonathan Papelbon | 709 | 660 | 49 |
| 2009-09-13 | @ BOS | 143 | L 0-4 | 65-78 | 6 | 37,271 | James Shields | Jon Lester | Jon Lester | James Shields | | 709 | 664 | 45 |
| 2009-09-14 | @ BAL | 144 | W 8-4 | 66-78 | 4 | 10,628 | David Price | David Hernandez | David Price | David Hernandez | | 717 | 668 | 49 |
| 2009-09-15 | @ BAL | 145 | L 5-10 | 67-78 | 4 | 11,575 | Jeff Niemann | Jason Berken | Jason Berken | Jeff Niemann | | 722 | 678 | 44 |
| 2009-09-16 | @ BAL | 146 | L 2-4 | 67-79 | 4 | 10,548 | Andy Sonnanstine | Chris Tillman | Jim Johnson | Russ Springer | | 724 | 682 | 42 |
| 2009-09-17 | @ BAL | 147 | W 3-0 | 68-79 | 4 | 12,436 | Wade Davis | Mark Hendrickson | Wade Davis | Mark Hendrickson | | 727 | 682 | 45 |
| 2009-09-18 | vs TOR | 148 | W 11-4 | 68-80 | 4 | 18,426 | James Shields | Scott Richmond | James Shields | Scott Richmond | | 738 | 686 | 52 |
| 2009-09-19 | vs TOR | 149 | W 4-0 | 69-80 | 4 | 22,705 | Matt Garza | Ricky Romero | Matt Garza | Ricky Romero | | 742 | 686 | 56 |
| 2009-09-20 | vs TOR | 150 | W 3-1 | 70-80 | 3 | 20,937 | David Price | Roy Halladay | David Price | Roy Halladay | J.P. Howell | 745 | 687 | 58 |
| 2009-09-22 | vs SEA | 151 | L 3-4 | 70-81 | 4 | 12,514 | Jeff Niemann | Ryan Rowland-Smith | Miguel Batista | Dan Wheeler | Mark Lowe | 748 | 691 | 57 |
| 2009-09-23 | vs SEA | 152 | W 5-4 | 71-81 | 4 | 13,009 | Wade Davis | Brandon Morrow | Russ Springer | Mark Lowe | Randy Choate | 753 | 695 | 58 |
| 2009-09-25 | @ TEX | 153 | L 3-8 | 71-82 | 4 | 29,232 | James Shields | Derek Holland | Derek Holland | James Shields | | 756 | 703 | 53 |
| 2009-09-26 | @ TEX | 154 | L 3-15 | 72-82 | 4 | 31,855 | Matt Garza | Kevin Millwood | Kevin Millwood | Matt Garza | | 759 | 718 | 41 |
| 2009-09-27 | @ TEX | 155 | W 7-6 | 73-82 | 4 | 37,905 | David Price | Brandon McCarthy | Randy Choate | Frank Francisco | Lance Cormier | 766 | 724 | 42 |
| 2009-09-28 | vs BAL | 156 | W 7-6 | 74-82 | 4 | 10,352 | Jeff Niemann | Mark Hendrickson | Lance Cormier | Chris Ray | Grant Balfour | 773 | 730 | 43 |
| 2009-09-29 | vs BAL | 157 | W 3-1 | 75-82 | 4 | 10,349 | Wade Davis | Jeremy Guthrie | Wade Davis | Jeremy Guthrie | Grant Balfour | 776 | 731 | 45 |
| 2009-09-30 | vs BAL | 158 | W 5-3 | 76-82 | 4 | 10,554 | James Shields | David Hernandez | James Shields | David Hernandez | Russ Springer | 781 | 734 | 47 |
| 2009-10-01 | vs BAL | 159 | L 2-3 | 76-83 | 4 | 10,716 | Matt Garza | Chris Waters | Chris Waters | Matt Garza | Jim Johnson | 783 | 737 | 46 |
| 2009-10-02 | vs NYA | 160 | W 13-4 | 76-84 | 4 | 22,704 | David Price | CC Sabathia | David Price | CC Sabathia | | 796 | 741 | 55 |
| 2009-10-03 | vs NYA | 161 | W 5-3 | 77-84 | 4 | 30,084 | Jeff Niemann | Andy Pettitte | Jeff Niemann | Andy Pettitte | Grant Balfour | 801 | 744 | 57 |
| 2009-10-04 | vs NYA | 162 | L 2-10 | 78-84 | 3 | 28,699 | Wade Davis | A.J. Burnett | A.J. Burnett | Wade Davis | | 803 | 754 | 49 |