| 2009-04-06 | vs DET | 1 | W 12-5 | 0-1 | 3 | 48,027 | Roy Halladay | Justin Verlander | Roy Halladay | Justin Verlander | | 12 | 5 | 7 |
| 2009-04-07 | vs DET | 2 | W 5-4 | 1-1 | 3 | 16,790 | David Purcey | Edwin Jackson | B.J. Ryan | Brandon Lyon | | 17 | 9 | 8 |
| 2009-04-08 | vs DET | 3 | L 1-5 | 1-2 | 5 | 12,145 | Jesse Litsch | Zach Miner | Zach Miner | Jesse Litsch | | 18 | 14 | 4 |
| 2009-04-09 | vs DET | 4 | W 6-2 | 2-2 | 3 | 15,297 | Ricky Romero | Rick Porcello | Ricky Romero | Rick Porcello | | 24 | 16 | 8 |
| 2009-04-10 | @ CLE | 5 | W 13-7 | 2-3 | 4 | 42,473 | Scott Richmond | Scott Lewis | Brandon League | Rafael Perez | | 37 | 23 | 14 |
| 2009-04-11 | @ CLE | 6 | W 5-4 | 3-3 | 3 | 20,895 | Roy Halladay | Cliff Lee | Roy Halladay | Cliff Lee | Jason Frasor | 42 | 27 | 15 |
| 2009-04-12 | @ CLE | 7 | L 4-8 | 3-4 | 3 | 14,216 | David Purcey | Anthony Reyes | Anthony Reyes | David Purcey | | 46 | 35 | 11 |
| 2009-04-13 | @ MIN | 8 | W 8-6 | 4-4 | 3 | 16,410 | Jesse Litsch | Kevin Slowey | Jason Frasor | Luis Ayala | B.J. Ryan | 54 | 41 | 13 |
| 2009-04-14 | @ MIN | 9 | L 2-3 | 4-5 | 3 | 15,375 | Ricky Romero | Glen Perkins | Jesse Crain | Jesse Carlson | | 56 | 44 | 12 |
| 2009-04-15 | @ MIN | 10 | W 12-2 | 4-6 | 3 | 19,471 | Scott Richmond | Scott Baker | Scott Richmond | Scott Baker | | 68 | 46 | 22 |
| 2009-04-16 | @ MIN | 11 | W 9-2 | 5-6 | 3 | 15,169 | Roy Halladay | Francisco Liriano | Roy Halladay | Francisco Liriano | | 77 | 48 | 29 |
| 2009-04-17 | vs OAK | 12 | L 5-8 | 5-7 | 3 | 18,272 | David Purcey | Josh Outman | Andrew Bailey | Brandon League | Brad Ziegler | 82 | 56 | 26 |
| 2009-04-18 | vs OAK | 13 | W 4-2 | 6-7 | 3 | 21,698 | Brian Tallet | Trevor Cahill | Jason Frasor | Dan Giese | | 86 | 58 | 28 |
| 2009-04-19 | vs OAK | 14 | W 1-0 | 7-7 | 3 | 22,164 | Ricky Romero | Dallas Braden | Ricky Romero | Dallas Braden | B.J. Ryan | 87 | 58 | 29 |
| 2009-04-21 | vs TEX | 15 | L 4-5 | 7-8 | 3 | 20,996 | Roy Halladay | Brandon McCarthy | Brandon McCarthy | Roy Halladay | Frank Francisco | 91 | 63 | 28 |
| 2009-04-22 | vs TEX | 16 | W 8-7 | 8-8 | 5 | 13,090 | David Purcey | Matt Harrison | Jason Frasor | C.J. Wilson | | 99 | 70 | 29 |
| 2009-04-23 | vs TEX | 17 | W 5-2 | 9-8 | 3 | 15,487 | Scott Richmond | Kevin Millwood | Scott Richmond | Kevin Millwood | Scott Downs | 104 | 72 | 32 |
| 2009-04-24 | @ CHA | 18 | W 14-0 | 10-8 | 3 | 27,103 | Brian Tallet | Gavin Floyd | Brian Tallet | Gavin Floyd | | 118 | 72 | 46 |
| 2009-04-25 | @ CHA | 19 | L 2-10 | 11-8 | 3 | 30,383 | Brian Burres | Mark Buehrle | Mark Buehrle | Brian Burres | | 120 | 82 | 38 |
| 2009-04-26 | @ CHA | 20 | W 4-3 | 12-8 | 3 | 31,459 | Roy Halladay | Jose Contreras | Roy Halladay | Scott Linebrink | Scott Downs | 124 | 85 | 39 |
| 2009-04-27 | @ KCA | 21 | L 1-7 | 12-9 | 3 | 9,685 | David Purcey | Brian Bannister | Brian Bannister | David Purcey | | 125 | 92 | 33 |
| 2009-04-28 | @ KCA | 22 | W 8-1 | 13-9 | 3 | 15,191 | Scott Richmond | Gil Meche | Scott Richmond | Gil Meche | | 133 | 93 | 40 |
| 2009-04-29 | @ KCA | 23 | L 3-11 | 14-9 | 3 | 10,619 | Brian Tallet | Zack Greinke | Zack Greinke | Brian Tallet | | 136 | 104 | 32 |
| 2009-04-30 | @ KCA | 24 | L 6-8 | 14-10 | 3 | 11,896 | Brian Burres | Kyle Davies | Kyle Davies | Brian Burres | Juan Cruz | 142 | 112 | 30 |
| 2009-05-01 | vs BAL | 25 | W 8-4 | 15-10 | 2 | 20,202 | Roy Halladay | Mark Hendrickson | Roy Halladay | Mark Hendrickson | | 150 | 116 | 34 |
| 2009-05-02 | vs BAL | 26 | W 5-4 | 16-10 | 2 | 18,331 | Robert Ray | Brad Bergesen | Jason Frasor | Brian Bass | | 155 | 120 | 35 |
| 2009-05-03 | vs BAL | 27 | W 4-3 | 17-10 | 1 | 20,418 | Scott Richmond | Jeremy Guthrie | Scott Richmond | Jeremy Guthrie | Scott Downs | 159 | 123 | 36 |
| 2009-05-04 | vs CLE | 28 | L 7-9 | 17-11 | 1 | 15,295 | Brian Tallet | Fausto Carmona | Rafael Betancourt | Shawn Camp | Jensen Lewis | 166 | 132 | 34 |
| 2009-05-05 | vs CLE | 29 | W 10-6 | 17-12 | 1 | 22,005 | Brett Cecil | Anthony Reyes | Brian Wolfe | Vinnie Chulk | | 176 | 138 | 38 |
| 2009-05-06 | @ ANA | 30 | W 13-1 | 18-12 | 1 | 41,123 | Roy Halladay | Anthony Ortega | Roy Halladay | Anthony Ortega | | 189 | 139 | 50 |
| 2009-05-07 | @ ANA | 31 | L 1-6 | 18-13 | 1 | 41,007 | Robert Ray | Jered Weaver | Jered Weaver | Robert Ray | | 190 | 145 | 45 |
| 2009-05-08 | @ OAK | 32 | L 3-5 | 18-14 | 1 | 14,103 | Scott Richmond | Josh Outman | Michael Wuertz | Scott Richmond | Andrew Bailey | 193 | 150 | 43 |
| 2009-05-09 | @ OAK | 33 | W 6-4 | 19-14 | 1 | 15,817 | Brian Tallet | Sean Gallagher | Brian Tallet | Sean Gallagher | | 199 | 154 | 45 |
| 2009-05-10 | @ OAK | 34 | W 5-0 | 20-14 | 1 | 15,126 | Brett Cecil | Dallas Braden | Brett Cecil | Dallas Braden | | 204 | 154 | 50 |
| 2009-05-12 | vs NYA | 35 | W 5-1 | 21-14 | 1 | 43,737 | Roy Halladay | A.J. Burnett | Roy Halladay | A.J. Burnett | | 209 | 155 | 54 |
| 2009-05-13 | vs NYA | 36 | L 2-8 | 21-15 | 1 | 20,164 | Scott Richmond | Andy Pettitte | Andy Pettitte | Scott Richmond | | 211 | 163 | 48 |
| 2009-05-14 | vs NYA | 37 | L 2-3 | 21-16 | 2 | 22,667 | Brian Tallet | CC Sabathia | CC Sabathia | Jesse Carlson | Mariano Rivera | 213 | 166 | 47 |
| 2009-05-15 | vs CHA | 38 | W 8-3 | 22-16 | 2 | 17,241 | Brett Cecil | John Danks | Brett Cecil | John Danks | | 221 | 169 | 52 |
| 2009-05-16 | vs CHA | 39 | W 2-1 | 23-16 | 2 | 21,759 | Robert Ray | Bartolo Colon | Robert Ray | Scott Linebrink | Scott Downs | 223 | 170 | 53 |
| 2009-05-17 | vs CHA | 40 | W 8-2 | 24-16 | 2 | 37,147 | Roy Halladay | Gavin Floyd | Roy Halladay | Gavin Floyd | | 231 | 172 | 59 |
| 2009-05-18 | vs CHA | 41 | W 3-2 | 25-16 | 2 | 24,206 | Scott Richmond | Clayton Richard | Jesse Carlson | Octavio Dotel | Scott Downs | 234 | 174 | 60 |
| 2009-05-19 | @ BOS | 42 | L 1-2 | 25-17 | 2 | 37,830 | Brian Tallet | Tim Wakefield | Tim Wakefield | Brian Tallet | Jonathan Papelbon | 235 | 176 | 59 |
| 2009-05-20 | @ BOS | 43 | L 3-8 | 25-18 | 2 | 38,099 | Brett Cecil | Brad Penny | Brad Penny | Brett Cecil | | 238 | 184 | 54 |
| 2009-05-21 | @ BOS | 44 | L 1-5 | 25-19 | 2 | 38,347 | Robert Ray | Jon Lester | Jon Lester | Robert Ray | | 239 | 189 | 50 |
| 2009-05-22 | @ ATL | 45 | L 0-1 | 25-20 | 2 | 21,533 | Roy Halladay | Kenshin Kawakami | Kenshin Kawakami | Jesse Carlson | Mike Gonzalez | 239 | 190 | 49 |
| 2009-05-23 | @ ATL | 46 | L 3-4 | 25-21 | 2 | 27,377 | Casey Janssen | Derek Lowe | Derek Lowe | Casey Janssen | Rafael Soriano | 242 | 194 | 48 |
| 2009-05-24 | @ ATL | 47 | L 2-10 | 26-21 | 2 | 23,971 | Scott Richmond | Jair Jurrjens | Jeff Bennett | Shawn Camp | | 244 | 204 | 40 |
| 2009-05-25 | @ BAL | 48 | L 1-4 | 26-22 | 2 | 24,904 | Brian Tallet | Jeremy Guthrie | Jeremy Guthrie | Brian Tallet | George Sherrill | 245 | 208 | 37 |
| 2009-05-26 | @ BAL | 49 | L 2-7 | 26-23 | 2 | 10,130 | Ricky Romero | Jason Berken | Jason Berken | Ricky Romero | Jim Johnson | 247 | 215 | 32 |
| 2009-05-27 | @ BAL | 50 | L 10-12 | 26-24 | 2 | 13,713 | Roy Halladay | Rich Hill | Danys Baez | Brian Wolfe | | 257 | 227 | 30 |
| 2009-05-29 | vs BOS | 51 | W 6-3 | 27-24 | 2 | 32,026 | Casey Janssen | Tim Wakefield | Casey Janssen | Tim Wakefield | Scott Downs | 263 | 230 | 33 |
| 2009-05-30 | vs BOS | 52 | W 5-3 | 28-24 | 2 | 35,484 | Brian Tallet | Brad Penny | Brian Tallet | Ramon Ramirez | Scott Downs | 268 | 233 | 35 |
| 2009-05-31 | vs BOS | 53 | L 2-8 | 28-25 | 2 | 30,496 | Ricky Romero | Jon Lester | Jon Lester | Ricky Romero | | 270 | 241 | 29 |
| 2009-06-02 | vs ANA | 54 | W 6-4 | 29-25 | 2 | 26,809 | Roy Halladay | Joe Saunders | Roy Halladay | Joe Saunders | | 276 | 245 | 31 |
| 2009-06-03 | vs ANA | 55 | L 1-8 | 29-26 | 2 | 17,127 | Casey Janssen | Jered Weaver | Jered Weaver | Casey Janssen | | 277 | 253 | 24 |
| 2009-06-04 | vs ANA | 56 | L 5-6 | 29-27 | 3 | 31,163 | Brian Tallet | John Lackey | Justin Speier | Brandon League | Brian Fuentes | 282 | 259 | 23 |
| 2009-06-05 | vs KCA | 57 | W 9-3 | 30-27 | 2 | 15,435 | Ricky Romero | Zack Greinke | Ricky Romero | Zack Greinke | | 291 | 262 | 29 |
| 2009-06-06 | vs KCA | 58 | L 2-6 | 30-28 | 3 | 16,552 | Scott Richmond | Luke Hochevar | Luke Hochevar | Scott Richmond | | 293 | 268 | 25 |
| 2009-06-07 | vs KCA | 59 | W 4-0 | 31-28 | 2 | 21,071 | Roy Halladay | Kyle Davies | Roy Halladay | Kyle Davies | | 297 | 268 | 29 |
| 2009-06-08 | @ TEX | 60 | W 6-3 | 32-28 | 2 | 17,856 | Casey Janssen | Scott Feldman | Casey Janssen | Scott Feldman | Scott Downs | 303 | 271 | 32 |
| 2009-06-09 | @ TEX | 61 | W 9-0 | 33-28 | 2 | 17,535 | Brian Tallet | Doug Mathis | Brian Tallet | Doug Mathis | | 312 | 271 | 41 |
| 2009-06-11 | @ TEX | 62 | L 0-1 | 33-29 | 3 | 16,073 | Ricky Romero | Kevin Millwood | Kevin Millwood | Ricky Romero | C.J. Wilson | 312 | 272 | 40 |
| 2009-06-12 | vs FLO | 63 | L 3-7 | 33-30 | 3 | 17,922 | Roy Halladay | Ricky Nolasco | Dan Meyer | Brandon League | | 315 | 279 | 36 |
| 2009-06-13 | vs FLO | 64 | L 5-6 | 33-31 | 3 | 20,634 | Casey Janssen | Sean West | Sean West | Casey Janssen | Matt Lindstrom | 320 | 285 | 35 |
| 2009-06-14 | vs FLO | 65 | L 3-11 | 34-31 | 3 | 20,985 | Brian Tallet | Josh Johnson | Josh Johnson | Brian Tallet | | 323 | 296 | 27 |
| 2009-06-16 | @ PHI | 66 | W 8-3 | 35-31 | 3 | 44,958 | Ricky Romero | Cole Hamels | Scott Downs | Clay Condrey | | 331 | 299 | 32 |
| 2009-06-17 | @ PHI | 67 | W 7-1 | 36-31 | 3 | 42,091 | Scott Richmond | Jamie Moyer | Scott Richmond | Jamie Moyer | | 338 | 300 | 38 |
| 2009-06-18 | @ PHI | 68 | W 8-7 | 37-31 | 3 | 44,036 | Brad Mills | Joe Blanton | Jason Frasor | Ryan Madson | Jeremy Accardo | 346 | 307 | 39 |
| 2009-06-19 | @ WAS | 69 | L 1-2 | 37-32 | 3 | 20,860 | Brian Tallet | Jordan Zimmermann | Jesus Colome | Jason Frasor | | 347 | 309 | 38 |
| 2009-06-20 | @ WAS | 70 | L 3-5 | 37-33 | 3 | 22,142 | Brett Cecil | Ross Detwiler | Julian Tavarez | Scott Richmond | | 350 | 314 | 36 |
| 2009-06-21 | @ WAS | 71 | W 9-4 | 38-33 | 3 | 26,610 | Ricky Romero | Shairon Martis | Ricky Romero | Shairon Martis | | 359 | 318 | 41 |
| 2009-06-23 | vs CIN | 72 | W 7-5 | 39-33 | 3 | 30,351 | Brian Tallet | Micah Owings | Brian Tallet | Micah Owings | Jason Frasor | 366 | 323 | 43 |
| 2009-06-24 | vs CIN | 73 | W 8-2 | 40-33 | 3 | 15,409 | Scott Richmond | Bronson Arroyo | Scott Richmond | Bronson Arroyo | | 374 | 325 | 49 |
| 2009-06-25 | vs CIN | 74 | L 5-7 | 40-34 | 3 | 15,329 | Brett Cecil | Johnny Cueto | Johnny Cueto | Shawn Camp | Francisco Cordero | 379 | 332 | 47 |
| 2009-06-26 | vs PHI | 75 | W 6-1 | 41-34 | 3 | 21,331 | Ricky Romero | Cole Hamels | Ricky Romero | Cole Hamels | | 385 | 333 | 52 |
| 2009-06-27 | vs PHI | 76 | L 0-10 | 41-35 | 3 | 28,801 | Brad Mills | J.A. Happ | J.A. Happ | Brad Mills | | 385 | 343 | 42 |
| 2009-06-28 | vs PHI | 77 | L 4-5 | 41-36 | 3 | 36,379 | Brian Tallet | Jamie Moyer | Jamie Moyer | Brian Tallet | Brad Lidge | 389 | 348 | 41 |
| 2009-06-29 | vs TBA | 78 | L 1-4 | 41-37 | 3 | 15,665 | Roy Halladay | Jeff Niemann | Jeff Niemann | Roy Halladay | Randy Choate | 390 | 352 | 38 |
| 2009-06-30 | vs TBA | 79 | L 1-4 | 41-38 | 3 | 15,477 | Scott Richmond | Matt Garza | Matt Garza | Scott Richmond | J.P. Howell | 391 | 356 | 35 |
| 2009-07-01 | vs TBA | 80 | W 5-0 | 42-38 | 3 | 30,533 | Ricky Romero | James Shields | Ricky Romero | James Shields | | 396 | 356 | 40 |
| 2009-07-03 | @ NYA | 81 | L 2-4 | 42-39 | 3 | 46,308 | Brian Tallet | A.J. Burnett | A.J. Burnett | Brian Tallet | Mariano Rivera | 398 | 360 | 38 |
| 2009-07-04 | @ NYA | 82 | L 5-6 | 42-40 | 3 | 46,620 | Roy Halladay | Chien-Ming Wang | Brett Tomko | Shawn Camp | | 403 | 366 | 37 |
| 2009-07-05 | @ NYA | 83 | L 8-10 | 43-40 | 3 | 46,320 | Brett Cecil | Joba Chamberlain | Jonathan Albaladejo | B.J. Ryan | Alfredo Aceves | 411 | 376 | 35 |
| 2009-07-06 | @ NYA | 84 | W 7-6 | 44-40 | 3 | 46,450 | Ricky Romero | Andy Pettitte | Ricky Romero | Andy Pettitte | Jason Frasor | 418 | 382 | 36 |
| 2009-07-07 | @ TBA | 85 | L 1-3 | 44-41 | 3 | 15,244 | Marc Rzepczynski | James Shields | Dan Wheeler | Brandon League | | 419 | 385 | 34 |
| 2009-07-08 | @ TBA | 86 | L 9-10 | 45-41 | 3 | 15,252 | Brian Tallet | Scott Kazmir | J.P. Howell | Jason Frasor | | 428 | 395 | 33 |
| 2009-07-09 | @ TBA | 87 | L 2-3 | 45-42 | 3 | 25,749 | Roy Halladay | David Price | David Price | Roy Halladay | Dan Wheeler | 430 | 398 | 32 |
| 2009-07-10 | @ BAL | 88 | W 2-0 | 46-42 | 3 | 30,574 | Brett Cecil | Jason Berken | Brett Cecil | Jason Berken | Scott Downs | 432 | 398 | 34 |
| 2009-07-11 | @ BAL | 89 | L 3-4 | 46-43 | 3 | 28,281 | Ricky Romero | Rich Hill | Mark Hendrickson | Jesse Carlson | | 435 | 402 | 33 |
| 2009-07-12 | @ BAL | 90 | L 2-4 | 46-44 | 3 | 21,621 | Marc Rzepczynski | Brad Bergesen | Brad Bergesen | Marc Rzepczynski | George Sherrill | 437 | 406 | 31 |
| 2009-07-17 | vs BOS | 91 | L 1-4 | 46-45 | 3 | 32,928 | Ricky Romero | Clay Buchholz | Clay Buchholz | Ricky Romero | Jonathan Papelbon | 438 | 410 | 28 |
| 2009-07-18 | vs BOS | 92 | W 6-2 | 47-45 | 3 | 36,926 | Marc Rzepczynski | Brad Penny | Marc Rzepczynski | Brad Penny | | 444 | 412 | 32 |
| 2009-07-19 | vs BOS | 93 | W 3-1 | 48-45 | 3 | 36,534 | Roy Halladay | Jon Lester | Roy Halladay | Jon Lester | | 447 | 413 | 34 |
| 2009-07-21 | vs CLE | 94 | L 1-2 | 48-46 | 3 | 18,330 | Brett Cecil | Cliff Lee | Cliff Lee | Scott Downs | | 448 | 415 | 33 |
| 2009-07-22 | vs CLE | 95 | W 10-6 | 48-47 | 3 | 18,375 | Ricky Romero | Carl Pavano | Ricky Romero | Carl Pavano | | 458 | 421 | 37 |
| 2009-07-23 | vs CLE | 96 | L 4-5 | 48-48 | 3 | 32,061 | Marc Rzepczynski | David Huff | David Huff | Marc Rzepczynski | Kerry Wood | 462 | 426 | 36 |
| 2009-07-24 | vs TBA | 97 | L 2-4 | 48-49 | 4 | 24,161 | Roy Halladay | Matt Garza | Matt Garza | Scott Downs | J.P. Howell | 464 | 430 | 34 |
| 2009-07-25 | vs TBA | 98 | L 9-10 | 49-49 | 3 | 26,527 | Brian Tallet | David Price | J.P. Howell | Shawn Camp | Joe Nelson | 473 | 440 | 33 |
| 2009-07-26 | vs TBA | 99 | W 5-1 | 50-49 | 3 | 30,610 | Brett Cecil | Jeff Niemann | Brett Cecil | Jeff Niemann | | 478 | 441 | 37 |
| 2009-07-27 | @ SEA | 100 | W 11-4 | 50-50 | 3 | 28,696 | Ricky Romero | Felix Hernandez | Ricky Romero | Felix Hernandez | | 489 | 445 | 44 |
| 2009-07-28 | @ SEA | 101 | L 3-4 | 50-51 | 4 | 26,148 | Marc Rzepczynski | Jarrod Washburn | David Aardsma | Scott Downs | | 492 | 449 | 43 |
| 2009-07-29 | @ SEA | 102 | L 2-3 | 50-52 | 4 | 32,649 | Roy Halladay | Ryan Rowland-Smith | Ryan Rowland-Smith | Roy Halladay | David Aardsma | 494 | 452 | 42 |
| 2009-07-31 | @ OAK | 103 | L 5-8 | 50-53 | 4 | 12,151 | Scott Richmond | Dallas Braden | Dallas Braden | Scott Richmond | Andrew Bailey | 499 | 460 | 39 |
| 2009-08-01 | @ OAK | 104 | W 6-5 | 51-53 | 4 | 35,067 | Brett Cecil | Trevor Cahill | Brett Cecil | Trevor Cahill | Jason Frasor | 505 | 465 | 40 |
| 2009-08-02 | @ OAK | 105 | W 7-2 | 52-53 | 4 | 13,070 | Ricky Romero | Vin Mazzaro | Ricky Romero | Vin Mazzaro | | 512 | 467 | 45 |
| 2009-08-04 | vs NYA | 106 | L 3-5 | 52-54 | 4 | 33,669 | Roy Halladay | Andy Pettitte | Andy Pettitte | Roy Halladay | Mariano Rivera | 515 | 472 | 43 |
| 2009-08-05 | vs NYA | 107 | L 4-8 | 52-55 | 4 | 31,402 | Marc Rzepczynski | Sergio Mitre | Alfredo Aceves | Marc Rzepczynski | | 519 | 480 | 39 |
| 2009-08-07 | vs BAL | 108 | L 5-7 | 52-56 | 4 | 30,795 | Ricky Romero | Jason Berken | Jason Berken | Ricky Romero | Jim Johnson | 524 | 487 | 37 |
| 2009-08-08 | vs BAL | 109 | W 3-2 | 53-56 | 4 | 28,613 | Brett Cecil | Chris Tillman | Jason Frasor | Danys Baez | | 527 | 489 | 38 |
| 2009-08-09 | vs BAL | 110 | W 7-3 | 54-56 | 4 | 27,464 | Roy Halladay | Brian Matusz | Roy Halladay | Brian Matusz | | 534 | 492 | 42 |
| 2009-08-10 | @ NYA | 111 | W 5-4 | 55-56 | 3 | 46,376 | Marc Rzepczynski | Sergio Mitre | Shawn Camp | Sergio Mitre | Jason Frasor | 539 | 496 | 43 |
| 2009-08-11 | @ NYA | 112 | L 5-7 | 55-57 | 3 | 46,523 | Scott Richmond | Joba Chamberlain | David Robertson | Jesse Carlson | Mariano Rivera | 544 | 503 | 41 |
| 2009-08-12 | @ NYA | 113 | L 3-4 | 55-58 | 4 | 47,113 | Ricky Romero | A.J. Burnett | Chad Gaudin | Shawn Camp | | 547 | 507 | 40 |
| 2009-08-14 | @ TBA | 114 | W 5-2 | 56-58 | 3 | 21,522 | Roy Halladay | James Shields | Roy Halladay | James Shields | Jason Frasor | 552 | 509 | 43 |
| 2009-08-15 | @ TBA | 115 | L 3-8 | 56-59 | 4 | 29,632 | Brian Tallet | Scott Kazmir | Scott Kazmir | Brian Tallet | | 555 | 517 | 38 |
| 2009-08-16 | @ TBA | 116 | L 2-5 | 56-60 | 4 | 24,625 | Marc Rzepczynski | Matt Garza | Dan Wheeler | Brandon League | | 557 | 522 | 35 |
| 2009-08-18 | vs BOS | 117 | L 9-10 | 57-60 | 4 | 25,472 | Ricky Romero | Josh Beckett | Hideki Okajima | Casey Janssen | Jonathan Papelbon | 566 | 532 | 34 |
| 2009-08-19 | vs BOS | 118 | L 1-6 | 57-61 | 4 | 25,925 | Roy Halladay | Clay Buchholz | Clay Buchholz | Roy Halladay | | 567 | 538 | 29 |
| 2009-08-20 | vs BOS | 119 | L 1-8 | 57-62 | 4 | 22,817 | Brett Cecil | Jon Lester | Jon Lester | Brett Cecil | | 568 | 546 | 22 |
| 2009-08-21 | vs ANA | 120 | W 5-4 | 58-62 | 4 | 15,993 | Marc Rzepczynski | Sean O'Sullivan | Marc Rzepczynski | Sean O'Sullivan | Casey Janssen | 573 | 550 | 23 |
| 2009-08-22 | vs ANA | 121 | L 3-7 | 58-63 | 4 | 23,235 | Scott Richmond | Ervin Santana | Ervin Santana | Scott Richmond | | 576 | 557 | 19 |
| 2009-08-23 | vs ANA | 122 | W 8-3 | 59-63 | 4 | 23,935 | Ricky Romero | Trevor Bell | Ricky Romero | Trevor Bell | | 584 | 560 | 24 |
| 2009-08-24 | vs TBA | 123 | L 7-12 | 60-63 | 4 | 17,184 | Roy Halladay | Jeff Niemann | Jeff Niemann | Roy Halladay | | 591 | 572 | 19 |
| 2009-08-25 | vs TBA | 124 | L 3-7 | 60-64 | 4 | 17,307 | Brett Cecil | James Shields | James Shields | Brett Cecil | | 594 | 579 | 15 |
| 2009-08-26 | vs TBA | 125 | W 3-2 | 61-64 | 4 | 15,349 | Marc Rzepczynski | Scott Kazmir | Brandon League | J.P. Howell | | 597 | 581 | 16 |
| 2009-08-28 | @ BOS | 126 | L 5-6 | 61-65 | 4 | 37,844 | Scott Richmond | Josh Beckett | Hideki Okajima | Brian Tallet | Jonathan Papelbon | 602 | 587 | 15 |
| 2009-08-29 | @ BOS | 127 | L 2-3 | 61-66 | 4 | 37,452 | Ricky Romero | Clay Buchholz | Clay Buchholz | Ricky Romero | Jonathan Papelbon | 604 | 590 | 14 |
| 2009-08-30 | @ BOS | 128 | L 0-7 | 61-67 | 4 | 37,560 | Roy Halladay | Paul Byrd | Paul Byrd | Roy Halladay | | 604 | 597 | 7 |
| 2009-08-31 | @ TEX | 129 | W 18-10 | 62-67 | 4 | 16,675 | Brett Cecil | Derek Holland | Brett Cecil | Derek Holland | | 622 | 607 | 15 |
| 2009-09-01 | @ TEX | 130 | L 2-5 | 62-69 | 5 | 0 | Marc Rzepczynski | Dustin Nippert | Dustin Nippert | Marc Rzepczynski | Frank Francisco | 624 | 612 | 12 |
| 2009-09-01 | @ TEX | 131 | L 2-5 | 62-69 | 5 | 17,203 | Brian Tallet | Brandon McCarthy | Brandon McCarthy | Brian Tallet | Frank Francisco | 626 | 617 | 9 |
| 2009-09-02 | @ TEX | 132 | L 4-6 | 62-70 | 4 | 21,836 | Scott Richmond | Tommy Hunter | Tommy Hunter | Scott Richmond | Frank Francisco | 630 | 623 | 7 |
| 2009-09-03 | vs NYA | 133 | L 5-10 | 63-70 | 4 | 22,773 | Ricky Romero | Chad Gaudin | Alfredo Aceves | Ricky Romero | | 635 | 633 | 2 |
| 2009-09-04 | vs NYA | 134 | W 6-0 | 64-70 | 4 | 22,179 | Roy Halladay | Joba Chamberlain | Roy Halladay | Joba Chamberlain | | 641 | 633 | 8 |
| 2009-09-05 | vs NYA | 135 | L 4-6 | 64-71 | 4 | 31,295 | Brett Cecil | Andy Pettitte | Andy Pettitte | Brett Cecil | Phil Hughes | 645 | 639 | 6 |
| 2009-09-06 | vs NYA | 136 | W 14-8 | 64-72 | 4 | 30,873 | Brian Tallet | Sergio Mitre | Brian Tallet | Sergio Mitre | | 659 | 647 | 12 |
| 2009-09-07 | vs MIN | 137 | L 3-6 | 64-73 | 6 | 13,153 | Scott Richmond | Jeff Manship | Jesse Crain | Scott Richmond | Joe Nathan | 662 | 653 | 9 |
| 2009-09-08 | vs MIN | 138 | W 6-3 | 65-73 | 3 | 13,488 | Ricky Romero | Brian Duensing | Ricky Romero | Jon Rauch | Jason Frasor | 668 | 656 | 12 |
| 2009-09-09 | vs MIN | 139 | L 1-4 | 65-74 | 3 | 11,159 | Roy Halladay | Carl Pavano | Carl Pavano | Roy Halladay | Joe Nathan | 669 | 660 | 9 |
| 2009-09-10 | vs MIN | 140 | W 3-2 | 66-74 | 3 | 11,461 | Brett Cecil | Scott Baker | Brett Cecil | Scott Baker | Jason Frasor | 672 | 662 | 10 |
| 2009-09-11 | @ DET | 141 | W 6-4 | 67-74 | 3 | 31,575 | Brian Tallet | Nate Robertson | Brian Tallet | Nate Robertson | Jason Frasor | 678 | 666 | 12 |
| 2009-09-12 | @ DET | 142 | W 8-6 | 68-74 | 3 | 36,142 | Scott Richmond | Edwin Jackson | Brandon League | Fernando Rodney | Jason Frasor | 686 | 672 | 14 |
| 2009-09-13 | @ DET | 143 | L 2-7 | 68-75 | 4 | 32,468 | Ricky Romero | Rick Porcello | Rick Porcello | Ricky Romero | | 688 | 679 | 9 |
| 2009-09-14 | @ DET | 144 | L 5-6 | 68-76 | 3 | 24,375 | David Purcey | Justin Verlander | Bobby Seay | Brian Wolfe | | 693 | 685 | 8 |
| 2009-09-15 | @ NYA | 145 | W 10-4 | 68-77 | 3 | 45,847 | Roy Halladay | Sergio Mitre | Roy Halladay | Sergio Mitre | | 703 | 689 | 14 |
| 2009-09-16 | @ NYA | 146 | L 4-5 | 68-78 | 3 | 46,046 | Brian Tallet | Chad Gaudin | Mariano Rivera | Jason Frasor | | 707 | 694 | 13 |
| 2009-09-18 | @ TBA | 147 | L 4-11 | 69-78 | 3 | 18,426 | Scott Richmond | James Shields | James Shields | Scott Richmond | | 711 | 705 | 6 |
| 2009-09-19 | @ TBA | 148 | L 0-4 | 69-79 | 3 | 22,705 | Ricky Romero | Matt Garza | Matt Garza | Ricky Romero | | 711 | 709 | 2 |
| 2009-09-20 | @ TBA | 149 | L 1-3 | 69-80 | 4 | 20,937 | Roy Halladay | David Price | David Price | Roy Halladay | J.P. Howell | 712 | 712 | 0 |
| 2009-09-21 | vs BAL | 150 | W 9-2 | 70-80 | 3 | 11,598 | David Purcey | Chris Tillman | David Purcey | Chris Tillman | | 721 | 714 | 7 |
| 2009-09-22 | vs BAL | 151 | W 6-5 | 71-80 | 3 | 11,869 | Brian Tallet | Mark Hendrickson | Shawn Camp | Dennis Sarfate | | 727 | 719 | 8 |
| 2009-09-23 | vs BAL | 152 | W 7-3 | 72-80 | 3 | 13,743 | Scott Richmond | Jeremy Guthrie | Scott Richmond | Jeremy Guthrie | | 734 | 722 | 12 |
| 2009-09-24 | vs SEA | 153 | L 4-5 | 72-81 | 3 | 15,306 | Ricky Romero | Felix Hernandez | Felix Hernandez | Jesse Carlson | David Aardsma | 738 | 727 | 11 |
| 2009-09-25 | vs SEA | 154 | W 5-0 | 73-81 | 3 | 20,668 | Roy Halladay | Doug Fister | Roy Halladay | Doug Fister | | 743 | 727 | 16 |
| 2009-09-26 | vs SEA | 155 | W 5-4 | 74-81 | 3 | 29,783 | David Purcey | Ian Snell | Jason Frasor | Shawn Kelley | | 748 | 731 | 17 |
| 2009-09-27 | vs SEA | 156 | W 5-4 | 75-81 | 3 | 39,052 | Brian Tallet | Ryan Rowland-Smith | Brian Wolfe | Ryan Rowland-Smith | Shawn Camp | 753 | 735 | 18 |
| 2009-09-28 | @ BOS | 157 | W 11-5 | 75-82 | 3 | 37,591 | Scott Richmond | Michael Bowden | Scott Richmond | Michael Bowden | | 764 | 740 | 24 |
| 2009-09-29 | @ BOS | 158 | W 8-7 | 76-82 | 3 | 37,618 | Ricky Romero | Clay Buchholz | Ricky Romero | Clay Buchholz | Jason Frasor | 772 | 747 | 25 |
| 2009-09-30 | @ BOS | 159 | W 12-0 | 77-82 | 3 | 37,246 | Roy Halladay | Tim Wakefield | Roy Halladay | Tim Wakefield | | 784 | 747 | 37 |
| 2009-10-02 | @ BAL | 160 | L 7-13 | 78-82 | 3 | 16,921 | David Purcey | Jason Berken | Jason Berken | David Purcey | | 791 | 760 | 31 |
| 2009-10-03 | @ BAL | 161 | L 3-6 | 78-83 | 3 | 23,254 | Scott Richmond | Mark Hendrickson | Mark Hendrickson | Scott Richmond | Jim Johnson | 794 | 766 | 28 |
| 2009-10-04 | @ BAL | 162 | L 4-5 | 78-84 | 4 | 17,969 | Ricky Romero | Jeremy Guthrie | Matt Albers | Brandon League | | 798 | 771 | 27 |