| 2008-03-31 | vs MIL | 1 | L 3-4 | 0-1 | 3 | 41,089 | Carlos Zambrano | Ben Sheets | Eric Gagne | Bob Howry | David Riske | 3 | 4 | -1 |
| 2008-04-02 | vs MIL | 2 | L 2-8 | 0-2 | 6 | 39,468 | Ted Lilly | Jeff Suppan | Jeff Suppan | Ted Lilly | | 5 | 12 | -7 |
| 2008-04-03 | vs MIL | 3 | W 6-3 | 1-2 | 5 | 37,973 | Ryan Dempster | David Bush | Ryan Dempster | David Bush | Kerry Wood | 11 | 15 | -4 |
| 2008-04-04 | vs HOU | 4 | L 3-4 | 1-3 | 6 | 37,812 | Rich Hill | Chris Sampson | Wesley Wright | Jon Lieber | Jose Valverde | 14 | 19 | -5 |
| 2008-04-05 | vs HOU | 5 | W 9-7 | 2-3 | 4 | 40,707 | Jason Marquis | Roy Oswalt | Kevin Hart | Roy Oswalt | Kerry Wood | 23 | 26 | -3 |
| 2008-04-06 | vs HOU | 6 | W 3-2 | 3-3 | 4 | 40,929 | Carlos Zambrano | Brandon Backe | Carlos Zambrano | Oscar Villarreal | Kerry Wood | 26 | 28 | -2 |
| 2008-04-07 | @ PIT | 7 | W 10-8 | 4-3 | 3 | 37,491 | Ted Lilly | Tom Gorzelanny | Jon Lieber | Evan Meek | Carlos Marmol | 36 | 36 | 0 |
| 2008-04-09 | @ PIT | 8 | W 6-4 | 5-3 | 3 | 9,735 | Ryan Dempster | Zach Duke | Kevin Hart | Phil Dumatrait | Sean Marshall | 42 | 40 | 2 |
| 2008-04-10 | @ PIT | 9 | W 7-3 | 6-3 | 2 | 9,798 | Rich Hill | Matt Morris | Jon Lieber | Matt Morris | | 49 | 43 | 6 |
| 2008-04-11 | @ PHI | 10 | L 3-5 | 6-4 | 2 | 37,368 | Carlos Zambrano | Brett Myers | Brett Myers | Carlos Zambrano | Brad Lidge | 52 | 48 | 4 |
| 2008-04-12 | @ PHI | 11 | L 1-7 | 6-5 | 3 | 45,072 | Ted Lilly | Cole Hamels | Cole Hamels | Ted Lilly | | 53 | 55 | -2 |
| 2008-04-13 | @ PHI | 12 | W 6-5 | 7-5 | 3 | 40,095 | Jason Marquis | Jamie Moyer | Kerry Wood | Rudy Seanez | Bob Howry | 59 | 60 | -1 |
| 2008-04-15 | vs CIN | 13 | W 9-5 | 8-5 | 2 | 39,130 | Ryan Dempster | Aaron Harang | Ryan Dempster | Aaron Harang | | 68 | 65 | 3 |
| 2008-04-16 | vs CIN | 14 | W 12-3 | 9-5 | 2 | 40,099 | Carlos Zambrano | Josh Fogg | Carlos Zambrano | Josh Fogg | | 80 | 68 | 12 |
| 2008-04-17 | vs CIN | 15 | L 2-9 | 9-6 | 2 | 39,534 | Ted Lilly | Edinson Volquez | Edinson Volquez | Ted Lilly | | 82 | 77 | 5 |
| 2008-04-18 | vs PIT | 16 | W 3-2 | 10-6 | 2 | 39,118 | Rich Hill | Ian Snell | Rich Hill | Ian Snell | Kerry Wood | 85 | 79 | 6 |
| 2008-04-19 | vs PIT | 17 | W 13-1 | 11-6 | 2 | 40,298 | Jason Marquis | Tom Gorzelanny | Jason Marquis | Tom Gorzelanny | | 98 | 80 | 18 |
| 2008-04-20 | vs PIT | 18 | W 13-6 | 12-6 | 1 | 41,405 | Ryan Dempster | Zach Duke | Ryan Dempster | Zach Duke | | 111 | 86 | 25 |
| 2008-04-21 | vs NYN | 19 | W 7-1 | 13-6 | 1 | 40,582 | Carlos Zambrano | John Maine | Carlos Zambrano | John Maine | | 118 | 87 | 31 |
| 2008-04-22 | vs NYN | 20 | W 8-1 | 14-6 | 1 | 40,503 | Ted Lilly | Nelson Figueroa | Ted Lilly | Nelson Figueroa | | 126 | 88 | 38 |
| 2008-04-23 | @ COL | 21 | W 7-6 | 15-6 | 1 | 36,864 | Rich Hill | Franklin Morales | Kerry Wood | Kip Wells | Carlos Marmol | 133 | 94 | 39 |
| 2008-04-24 | @ COL | 22 | L 2-4 | 15-7 | 1 | 32,791 | Jason Marquis | Aaron Cook | Aaron Cook | Kevin Hart | Brian Fuentes | 135 | 98 | 37 |
| 2008-04-25 | @ WAS | 23 | L 3-5 | 15-8 | 1 | 35,154 | Ryan Dempster | Odalis Perez | Jon Rauch | Bob Howry | | 138 | 103 | 35 |
| 2008-04-26 | @ WAS | 24 | W 7-0 | 16-8 | 1 | 35,188 | Carlos Zambrano | Matt Chico | Carlos Zambrano | Matt Chico | | 145 | 103 | 42 |
| 2008-04-27 | @ WAS | 25 | L 0-2 | 16-9 | 1 | 33,795 | Ted Lilly | John Lannan | John Lannan | Ted Lilly | Jon Rauch | 145 | 105 | 40 |
| 2008-04-29 | vs MIL | 26 | L 7-10 | 16-10 | 1 | 39,543 | Jason Marquis | Ben Sheets | Ben Sheets | Jason Marquis | Eric Gagne | 152 | 115 | 37 |
| 2008-04-30 | vs MIL | 27 | W 19-5 | 17-10 | 1 | 39,908 | Ryan Dempster | Jeff Suppan | Ryan Dempster | Jeff Suppan | | 171 | 120 | 51 |
| 2008-05-01 | vs MIL | 28 | L 3-4 | 17-11 | 2 | 40,849 | Carlos Zambrano | Yovani Gallardo | Brian Shouse | Kerry Wood | Eric Gagne | 174 | 124 | 50 |
| 2008-05-02 | @ SLN | 29 | L 3-5 | 17-12 | 2 | 45,077 | Rich Hill | Adam Wainwright | Ron Villone | Chad Fox | | 177 | 129 | 48 |
| 2008-05-03 | @ SLN | 30 | W 9-3 | 18-12 | 2 | 46,792 | Ted Lilly | Kyle Lohse | Ted Lilly | Kyle Lohse | | 186 | 132 | 54 |
| 2008-05-04 | @ SLN | 31 | L 3-5 | 18-13 | 2 | 44,969 | Jason Marquis | Todd Wellemeyer | Todd Wellemeyer | Jason Marquis | Jason Isringhausen | 189 | 137 | 52 |
| 2008-05-05 | @ CIN | 32 | L 3-5 | 18-14 | 2 | 20,289 | Ryan Dempster | Johnny Cueto | Johnny Cueto | Ryan Dempster | Francisco Cordero | 192 | 142 | 50 |
| 2008-05-06 | @ CIN | 33 | W 3-0 | 19-14 | 2 | 21,153 | Carlos Zambrano | Aaron Harang | Carlos Zambrano | Aaron Harang | Kerry Wood | 195 | 142 | 53 |
| 2008-05-07 | @ CIN | 34 | L 0-9 | 19-15 | 2 | 28,418 | Jon Lieber | Edinson Volquez | Edinson Volquez | Jon Lieber | | 195 | 151 | 44 |
| 2008-05-09 | vs ARI | 35 | W 3-1 | 20-15 | 2 | 40,236 | Ted Lilly | Dan Haren | Ted Lilly | Dan Haren | Kerry Wood | 198 | 152 | 46 |
| 2008-05-10 | vs ARI | 36 | W 7-2 | 21-15 | 2 | 41,597 | Ryan Dempster | Max Scherzer | Scott Eyre | Chad Qualls | | 205 | 154 | 51 |
| 2008-05-11 | vs ARI | 37 | W 6-4 | 22-15 | 1 | 39,740 | Sean Gallagher | Edgar Gonzalez | Carlos Marmol | Tony Pena | Kerry Wood | 211 | 158 | 53 |
| 2008-05-12 | vs SDN | 38 | W 12-3 | 23-15 | 1 | 39,528 | Carlos Zambrano | Randy Wolf | Carlos Zambrano | Randy Wolf | | 223 | 161 | 62 |
| 2008-05-13 | vs SDN | 39 | L 3-4 | 23-16 | 1 | 40,028 | Jason Marquis | Shawn Estes | Shawn Estes | Jason Marquis | Trevor Hoffman | 226 | 165 | 61 |
| 2008-05-14 | vs SDN | 40 | W 8-5 | 24-16 | 1 | 39,650 | Ted Lilly | Jake Peavy | Ted Lilly | Jake Peavy | | 234 | 170 | 64 |
| 2008-05-15 | vs SDN | 41 | W 4-0 | 25-16 | 1 | 40,629 | Ryan Dempster | Greg Maddux | Ryan Dempster | Greg Maddux | Kerry Wood | 238 | 170 | 68 |
| 2008-05-16 | vs PIT | 42 | W 7-4 | 26-16 | 1 | 40,537 | Sean Gallagher | Tom Gorzelanny | Sean Gallagher | Tom Gorzelanny | Kerry Wood | 245 | 174 | 71 |
| 2008-05-17 | vs PIT | 43 | L 6-7 | 26-17 | 1 | 41,686 | Carlos Zambrano | Zach Duke | Damaso Marte | Carlos Marmol | Matt Capps | 251 | 181 | 70 |
| 2008-05-18 | vs PIT | 44 | W 4-3 | 27-17 | 1 | 41,321 | Jason Marquis | Phil Dumatrait | Jason Marquis | Phil Dumatrait | Kerry Wood | 255 | 184 | 71 |
| 2008-05-19 | @ HOU | 45 | W 7-2 | 28-17 | 1 | 32,458 | Ted Lilly | Brian Moehler | Ted Lilly | Brian Moehler | | 262 | 186 | 76 |
| 2008-05-20 | @ HOU | 46 | L 2-4 | 28-18 | 1 | 33,339 | Ryan Dempster | Chris Sampson | Chris Sampson | Ryan Dempster | Jose Valverde | 264 | 190 | 74 |
| 2008-05-21 | @ HOU | 47 | L 3-5 | 28-19 | 1 | 33,251 | Sean Gallagher | Shawn Chacon | Shawn Chacon | Sean Gallagher | Jose Valverde | 267 | 195 | 72 |
| 2008-05-23 | @ PIT | 48 | W 12-3 | 29-19 | 1 | 32,656 | Carlos Zambrano | Zach Duke | Carlos Zambrano | Zach Duke | | 279 | 198 | 81 |
| 2008-05-24 | @ PIT | 49 | L 4-5 | 29-20 | 1 | 29,929 | Jason Marquis | Phil Dumatrait | John Grabow | Michael Wuertz | | 283 | 203 | 80 |
| 2008-05-25 | @ PIT | 50 | L 5-6 | 29-21 | 1 | 29,415 | Ted Lilly | Paul Maholm | Damaso Marte | Jon Lieber | | 288 | 209 | 79 |
| 2008-05-26 | vs LAN | 51 | W 3-1 | 30-21 | 1 | 41,583 | Ryan Dempster | Chad Billingsley | Ryan Dempster | Chad Billingsley | Kerry Wood | 291 | 210 | 81 |
| 2008-05-27 | vs LAN | 52 | W 3-1 | 31-21 | 1 | 39,894 | Sean Gallagher | Hiroki Kuroda | Sean Gallagher | Hiroki Kuroda | Kerry Wood | 294 | 211 | 83 |
| 2008-05-28 | vs LAN | 53 | W 2-1 | 32-21 | 1 | 39,945 | Carlos Zambrano | Derek Lowe | Bob Howry | Chan Ho Park | | 296 | 212 | 84 |
| 2008-05-29 | vs COL | 54 | W 8-4 | 33-21 | 1 | 39,851 | Jason Marquis | Jeff Francis | Michael Wuertz | Matt Herges | | 304 | 216 | 88 |
| 2008-05-30 | vs COL | 55 | W 10-9 | 34-21 | 1 | 39,686 | Ted Lilly | Aaron Cook | Scott Eyre | Manuel Corpas | Kerry Wood | 314 | 225 | 89 |
| 2008-05-31 | vs COL | 56 | W 5-4 | 35-21 | 1 | 41,529 | Ryan Dempster | Glendon Rusch | Ryan Dempster | Glendon Rusch | Carlos Marmol | 319 | 229 | 90 |
| 2008-06-01 | vs COL | 57 | W 5-3 | 36-21 | 1 | 41,730 | Sean Gallagher | Ubaldo Jimenez | Sean Gallagher | Ubaldo Jimenez | Kerry Wood | 324 | 232 | 92 |
| 2008-06-02 | @ SDN | 58 | W 7-6 | 37-21 | 1 | 30,259 | Carlos Zambrano | Cha-Seung Baek | Carlos Zambrano | Cha-Seung Baek | Kerry Wood | 331 | 238 | 93 |
| 2008-06-03 | @ SDN | 59 | W 9-6 | 38-21 | 1 | 24,477 | Jason Marquis | Wil Ledezma | Jason Marquis | Bryan Corey | Kerry Wood | 340 | 244 | 96 |
| 2008-06-04 | @ SDN | 60 | L 1-2 | 38-22 | 1 | 25,258 | Ted Lilly | Greg Maddux | Heath Bell | Ted Lilly | Trevor Hoffman | 341 | 246 | 95 |
| 2008-06-05 | @ LAN | 61 | W 5-4 | 39-22 | 1 | 44,988 | Ryan Dempster | Chad Billingsley | Bob Howry | Takashi Saito | Kerry Wood | 346 | 250 | 96 |
| 2008-06-06 | @ LAN | 62 | L 0-3 | 39-23 | 1 | 52,484 | Sean Gallagher | Hiroki Kuroda | Hiroki Kuroda | Sean Gallagher | | 346 | 253 | 93 |
| 2008-06-07 | @ LAN | 63 | L 3-7 | 39-24 | 1 | 50,020 | Carlos Zambrano | Derek Lowe | Derek Lowe | Carlos Zambrano | | 349 | 260 | 89 |
| 2008-06-08 | @ LAN | 64 | W 3-1 | 40-24 | 1 | 49,994 | Jason Marquis | Brad Penny | Jason Marquis | Brad Penny | Kerry Wood | 352 | 261 | 91 |
| 2008-06-10 | vs ATL | 65 | W 10-5 | 41-24 | 1 | 41,624 | Ted Lilly | Tom Glavine | Ted Lilly | Tom Glavine | | 362 | 266 | 96 |
| 2008-06-11 | vs ATL | 66 | W 7-2 | 42-24 | 1 | 41,497 | Ryan Dempster | Jeff Bennett | Ryan Dempster | Jeff Bennett | | 369 | 268 | 101 |
| 2008-06-12 | vs ATL | 67 | W 3-2 | 43-24 | 1 | 41,517 | Carlos Zambrano | Tim Hudson | Kerry Wood | Manny Acosta | | 372 | 270 | 102 |
| 2008-06-13 | @ TOR | 68 | L 2-3 | 43-25 | 1 | 27,803 | Sean Gallagher | A.J. Burnett | A.J. Burnett | Sean Gallagher | B.J. Ryan | 374 | 273 | 101 |
| 2008-06-14 | @ TOR | 69 | W 6-2 | 44-25 | 1 | 34,048 | Jason Marquis | Roy Halladay | Jason Marquis | Roy Halladay | | 380 | 275 | 105 |
| 2008-06-15 | @ TOR | 70 | W 7-4 | 45-25 | 1 | 40,738 | Ted Lilly | Jesse Litsch | Ted Lilly | Jesse Litsch | | 387 | 279 | 108 |
| 2008-06-17 | @ TBA | 71 | L 2-3 | 45-26 | 1 | 31,607 | Ryan Dempster | Scott Kazmir | Grant Balfour | Neal Cotts | Troy Percival | 389 | 282 | 107 |
| 2008-06-18 | @ TBA | 72 | L 4-5 | 45-27 | 1 | 31,496 | Carlos Zambrano | Andy Sonnanstine | Andy Sonnanstine | Carlos Zambrano | Troy Percival | 393 | 287 | 106 |
| 2008-06-19 | @ TBA | 73 | L 3-8 | 45-28 | 1 | 34,441 | Sean Gallagher | James Shields | Grant Balfour | Carlos Marmol | | 396 | 295 | 101 |
| 2008-06-20 | vs CHA | 74 | W 4-3 | 46-28 | 1 | 41,106 | Ted Lilly | John Danks | Kerry Wood | Scott Linebrink | | 400 | 298 | 102 |
| 2008-06-21 | vs CHA | 75 | W 11-7 | 47-28 | 1 | 41,021 | Jason Marquis | Jose Contreras | Jason Marquis | Jose Contreras | Kerry Wood | 411 | 305 | 106 |
| 2008-06-22 | vs CHA | 76 | W 7-1 | 48-28 | 1 | 41,034 | Ryan Dempster | Javier Vazquez | Ryan Dempster | Javier Vazquez | | 418 | 306 | 112 |
| 2008-06-24 | vs BAL | 77 | L 5-7 | 48-29 | 1 | 41,537 | Sean Marshall | Jeremy Guthrie | Jeremy Guthrie | Sean Marshall | George Sherrill | 423 | 313 | 110 |
| 2008-06-25 | vs BAL | 78 | W 7-4 | 49-29 | 1 | 40,754 | Ted Lilly | Matt Albers | Ted Lilly | Matt Albers | Kerry Wood | 430 | 317 | 113 |
| 2008-06-26 | vs BAL | 79 | L 4-11 | 49-30 | 1 | 41,670 | Jason Marquis | Radhames Liz | Radhames Liz | Jason Marquis | | 434 | 328 | 106 |
| 2008-06-27 | @ CHA | 80 | L 3-10 | 49-31 | 1 | 39,132 | Ryan Dempster | Jose Contreras | Jose Contreras | Ryan Dempster | | 437 | 338 | 99 |
| 2008-06-28 | @ CHA | 81 | L 5-6 | 49-32 | 1 | 39,143 | Sean Gallagher | Javier Vazquez | Matt Thornton | Carlos Marmol | Bobby Jenks | 442 | 344 | 98 |
| 2008-06-29 | @ CHA | 82 | L 1-5 | 49-33 | 1 | 39,573 | Sean Marshall | Mark Buehrle | Mark Buehrle | Sean Marshall | | 443 | 349 | 94 |
| 2008-06-30 | @ SFN | 83 | W 9-2 | 50-33 | 1 | 35,311 | Ted Lilly | Barry Zito | Ted Lilly | Barry Zito | | 452 | 351 | 101 |
| 2008-07-01 | @ SFN | 84 | L 1-2 | 50-34 | 1 | 33,858 | Jason Marquis | Matt Cain | Matt Cain | Jason Marquis | Brian Wilson | 453 | 353 | 100 |
| 2008-07-02 | @ SFN | 85 | W 6-5 | 51-34 | 1 | 41,345 | Ryan Dempster | Kevin Correia | Carlos Marmol | Tyler Walker | Kerry Wood | 459 | 358 | 101 |
| 2008-07-03 | @ SFN | 86 | L 3-8 | 51-35 | 1 | 40,511 | Sean Gallagher | Tim Lincecum | Tim Lincecum | Sean Gallagher | | 462 | 366 | 96 |
| 2008-07-04 | @ SLN | 87 | W 2-1 | 52-35 | 1 | 46,450 | Carlos Zambrano | Braden Looper | Carlos Zambrano | Braden Looper | Kerry Wood | 464 | 367 | 97 |
| 2008-07-05 | @ SLN | 88 | L 4-5 | 52-36 | 1 | 46,865 | Ted Lilly | Kyle Lohse | Kyle McClellan | Kerry Wood | | 468 | 372 | 96 |
| 2008-07-06 | @ SLN | 89 | W 7-1 | 53-36 | 1 | 46,752 | Sean Marshall | Todd Wellemeyer | Sean Marshall | Todd Wellemeyer | | 475 | 373 | 102 |
| 2008-07-08 | vs CIN | 90 | W 7-3 | 54-36 | 1 | 41,360 | Ryan Dempster | Aaron Harang | Ryan Dempster | Aaron Harang | | 482 | 376 | 106 |
| 2008-07-09 | vs CIN | 91 | W 5-1 | 55-36 | 1 | 41,605 | Carlos Zambrano | Johnny Cueto | Carlos Zambrano | Johnny Cueto | Kerry Wood | 487 | 377 | 110 |
| 2008-07-10 | vs CIN | 92 | L 7-12 | 55-37 | 1 | 41,459 | Ted Lilly | Bronson Arroyo | Bronson Arroyo | Ted Lilly | | 494 | 389 | 105 |
| 2008-07-11 | vs SFN | 93 | W 3-1 | 56-37 | 1 | 41,605 | Jason Marquis | Matt Cain | Bob Howry | Tyler Walker | Kerry Wood | 497 | 390 | 107 |
| 2008-07-12 | vs SFN | 94 | W 8-7 | 57-37 | 1 | 41,555 | Rich Harden | Kevin Correia | Sean Marshall | Brian Wilson | | 505 | 397 | 108 |
| 2008-07-13 | vs SFN | 95 | L 2-4 | 57-38 | 1 | 41,574 | Ryan Dempster | Tim Lincecum | Tim Lincecum | Ryan Dempster | Brian Wilson | 507 | 401 | 106 |
| 2008-07-18 | @ HOU | 96 | L 1-2 | 57-39 | 1 | 42,368 | Ted Lilly | Brian Moehler | Geoff Geary | Bob Howry | | 508 | 403 | 105 |
| 2008-07-19 | @ HOU | 97 | L 1-4 | 57-40 | 1 | 43,129 | Carlos Zambrano | Wandy Rodriguez | Wandy Rodriguez | Carlos Zambrano | Jose Valverde | 509 | 407 | 102 |
| 2008-07-20 | @ HOU | 98 | W 9-0 | 58-40 | 1 | 41,461 | Ryan Dempster | Brandon Backe | Ryan Dempster | Brandon Backe | | 518 | 407 | 111 |
| 2008-07-21 | @ ARI | 99 | L 0-2 | 58-41 | 1 | 34,627 | Rich Harden | Randy Johnson | Randy Johnson | Rich Harden | Chad Qualls | 518 | 409 | 109 |
| 2008-07-22 | @ ARI | 100 | L 2-9 | 58-42 | 1 | 35,337 | Jason Marquis | Yusmeiro Petit | Yusmeiro Petit | Jason Marquis | | 520 | 418 | 102 |
| 2008-07-23 | @ ARI | 101 | W 10-6 | 59-42 | 1 | 37,301 | Ted Lilly | Doug Davis | Ted Lilly | Doug Davis | | 530 | 424 | 106 |
| 2008-07-24 | vs FLO | 102 | W 6-3 | 60-42 | 1 | 41,482 | Carlos Zambrano | Scott Olsen | Carlos Zambrano | Scott Olsen | Carlos Marmol | 536 | 427 | 109 |
| 2008-07-25 | vs FLO | 103 | L 2-3 | 60-43 | 1 | 41,570 | Ryan Dempster | Josh Johnson | Justin Miller | Bob Howry | Kevin Gregg | 538 | 430 | 108 |
| 2008-07-26 | vs FLO | 104 | L 2-3 | 60-44 | 1 | 41,471 | Rich Harden | Chris Volstad | Justin Miller | Chad Gaudin | Kevin Gregg | 540 | 433 | 107 |
| 2008-07-27 | vs FLO | 105 | W 9-6 | 61-44 | 1 | 41,017 | Jason Marquis | Rick Vanden Hurk | Chad Gaudin | Mark Hendrickson | Jeff Samardzija | 549 | 439 | 110 |
| 2008-07-28 | @ MIL | 106 | W 6-4 | 62-44 | 1 | 45,311 | Ted Lilly | CC Sabathia | Chad Gaudin | Salomon Torres | Carlos Marmol | 555 | 443 | 112 |
| 2008-07-29 | @ MIL | 107 | W 7-1 | 63-44 | 1 | 45,069 | Carlos Zambrano | Ben Sheets | Carlos Zambrano | Ben Sheets | | 562 | 444 | 118 |
| 2008-07-30 | @ MIL | 108 | W 7-2 | 64-44 | 1 | 44,871 | Ryan Dempster | Manny Parra | Ryan Dempster | Manny Parra | | 569 | 446 | 123 |
| 2008-07-31 | @ MIL | 109 | W 11-4 | 65-44 | 1 | 45,346 | Rich Harden | David Bush | Rich Harden | David Bush | | 580 | 450 | 130 |
| 2008-08-01 | vs PIT | 110 | L 0-3 | 65-45 | 1 | 41,340 | Jason Marquis | Jeff Karstens | Jeff Karstens | Jason Marquis | John Grabow | 580 | 453 | 127 |
| 2008-08-02 | vs PIT | 111 | W 5-1 | 66-45 | 1 | 41,426 | Ted Lilly | Paul Maholm | Ted Lilly | Paul Maholm | | 585 | 454 | 131 |
| 2008-08-03 | vs PIT | 112 | W 8-5 | 67-45 | 1 | 41,200 | Carlos Zambrano | Ian Snell | Chad Gaudin | Craig Hansen | Carlos Marmol | 593 | 459 | 134 |
| 2008-08-04 | vs HOU | 113 | L 0-2 | 67-46 | 1 | 40,867 | Ryan Dempster | Brian Moehler | Brian Moehler | Ryan Dempster | LaTroy Hawkins | 593 | 461 | 132 |
| 2008-08-05 | vs HOU | 114 | W 11-7 | 68-46 | 1 | 40,416 | Rich Harden | Wandy Rodriguez | Bob Howry | Chris Sampson | | 604 | 468 | 136 |
| 2008-08-06 | vs HOU | 115 | W 11-4 | 69-46 | 1 | 41,107 | Jason Marquis | Brandon Backe | Jason Marquis | Brandon Backe | | 615 | 472 | 143 |
| 2008-08-08 | vs SLN | 116 | W 3-2 | 70-46 | 1 | 41,539 | Ted Lilly | Braden Looper | Bob Howry | Ryan Franklin | | 618 | 474 | 144 |
| 2008-08-09 | vs SLN | 117 | L 3-12 | 70-47 | 1 | 41,436 | Carlos Zambrano | Todd Wellemeyer | Todd Wellemeyer | Carlos Zambrano | | 621 | 486 | 135 |
| 2008-08-10 | vs SLN | 118 | W 6-2 | 71-47 | 1 | 41,268 | Ryan Dempster | Chris Carpenter | Ryan Dempster | Chris Carpenter | | 627 | 488 | 139 |
| 2008-08-13 | @ ATL | 119 | W 10-2 | 73-47 | 1 | 27,220 | Jason Marquis | Charlie Morton | Jason Marquis | Charlie Morton | | 637 | 490 | 147 |
| 2008-08-13 | @ ATL | 120 | W 8-0 | 73-47 | 1 | 33,714 | Rich Harden | Jorge Campillo | Rich Harden | Jorge Campillo | | 645 | 490 | 155 |
| 2008-08-14 | @ ATL | 121 | W 11-7 | 74-47 | 1 | 36,365 | Ted Lilly | Tom Glavine | Ted Lilly | Tom Glavine | | 656 | 497 | 159 |
| 2008-08-15 | @ FLO | 122 | W 6-5 | 75-47 | 1 | 28,163 | Carlos Zambrano | Josh Johnson | Chad Gaudin | Kevin Gregg | Kerry Wood | 662 | 502 | 160 |
| 2008-08-16 | @ FLO | 123 | L 1-2 | 75-48 | 1 | 39,124 | Sean Marshall | Anibal Sanchez | Anibal Sanchez | Sean Marshall | Kevin Gregg | 663 | 504 | 159 |
| 2008-08-17 | @ FLO | 124 | W 9-2 | 76-48 | 1 | 19,085 | Ryan Dempster | Chris Volstad | Ryan Dempster | Renyel Pinto | | 672 | 506 | 166 |
| 2008-08-19 | vs CIN | 125 | W 5-0 | 77-48 | 1 | 41,208 | Rich Harden | Johnny Cueto | Rich Harden | Johnny Cueto | | 677 | 506 | 171 |
| 2008-08-20 | vs CIN | 126 | L 1-2 | 77-49 | 1 | 40,509 | Ted Lilly | Bronson Arroyo | Bronson Arroyo | Ted Lilly | Francisco Cordero | 678 | 508 | 170 |
| 2008-08-21 | vs CIN | 127 | W 3-2 | 78-49 | 1 | 40,370 | Carlos Zambrano | Josh Fogg | Carlos Zambrano | Josh Fogg | Kerry Wood | 681 | 510 | 171 |
| 2008-08-22 | vs WAS | 128 | L 5-13 | 78-50 | 1 | 40,513 | Jason Marquis | John Lannan | John Lannan | Neal Cotts | | 686 | 523 | 163 |
| 2008-08-23 | vs WAS | 129 | W 9-2 | 79-50 | 1 | 40,708 | Ryan Dempster | Odalis Perez | Ryan Dempster | Odalis Perez | | 695 | 525 | 170 |
| 2008-08-24 | vs WAS | 130 | W 6-1 | 80-50 | 1 | 40,682 | Rich Harden | Jason Bergmann | Rich Harden | Jason Bergmann | | 701 | 526 | 175 |
| 2008-08-25 | @ PIT | 131 | W 12-3 | 81-50 | 1 | 14,454 | Ted Lilly | Jeff Karstens | Ted Lilly | Jeff Karstens | | 713 | 529 | 184 |
| 2008-08-26 | @ PIT | 132 | W 14-9 | 82-50 | 1 | 17,929 | Carlos Zambrano | Ian Snell | Sean Marshall | Craig Hansen | | 727 | 538 | 189 |
| 2008-08-27 | @ PIT | 133 | W 2-0 | 83-50 | 1 | 15,260 | Jason Marquis | Zach Duke | Jason Marquis | Zach Duke | Kerry Wood | 729 | 538 | 191 |
| 2008-08-28 | vs PHI | 134 | W 6-4 | 84-50 | 1 | 40,362 | Ryan Dempster | Cole Hamels | Bob Howry | Chad Durbin | Kerry Wood | 735 | 542 | 193 |
| 2008-08-29 | vs PHI | 135 | W 3-2 | 85-50 | 1 | 40,844 | Rich Harden | Joe Blanton | Jeff Samardzija | Clay Condrey | Carlos Marmol | 738 | 544 | 194 |
| 2008-08-30 | vs PHI | 136 | L 2-5 | 85-51 | 1 | 41,511 | Ted Lilly | Brett Myers | Brett Myers | Ted Lilly | Brad Lidge | 740 | 549 | 191 |
| 2008-08-31 | vs PHI | 137 | L 3-5 | 85-52 | 1 | 41,544 | Sean Marshall | Jamie Moyer | Jamie Moyer | Sean Marshall | Brad Lidge | 743 | 554 | 189 |
| 2008-09-01 | vs HOU | 138 | L 0-3 | 85-53 | 1 | 40,670 | Jason Marquis | Roy Oswalt | Roy Oswalt | Jason Marquis | Jose Valverde | 743 | 557 | 186 |
| 2008-09-02 | vs HOU | 139 | L 7-9 | 85-54 | 1 | 39,846 | Carlos Zambrano | Brandon Backe | Wesley Wright | Kerry Wood | Jose Valverde | 750 | 566 | 184 |
| 2008-09-03 | vs HOU | 140 | L 0-4 | 85-55 | 1 | 40,163 | Ryan Dempster | Randy Wolf | Randy Wolf | Ryan Dempster | | 750 | 570 | 180 |
| 2008-09-05 | @ CIN | 141 | L 2-10 | 85-56 | 1 | 31,213 | Ted Lilly | Bronson Arroyo | Bronson Arroyo | Ted Lilly | | 752 | 580 | 172 |
| 2008-09-06 | @ CIN | 142 | W 14-9 | 86-56 | 1 | 41,204 | Jason Marquis | Johnny Cueto | Jason Marquis | Johnny Cueto | | 766 | 589 | 177 |
| 2008-09-07 | @ CIN | 143 | L 3-4 | 86-57 | 1 | 37,540 | Sean Marshall | Aaron Harang | Francisco Cordero | Kerry Wood | | 769 | 593 | 176 |
| 2008-09-09 | @ SLN | 144 | L 3-4 | 86-58 | 1 | 43,806 | Ryan Dempster | Kyle Lohse | Chris Perez | Carlos Marmol | | 772 | 597 | 175 |
| 2008-09-10 | @ SLN | 145 | W 4-3 | 87-58 | 1 | 43,955 | Ted Lilly | Braden Looper | Ted Lilly | Braden Looper | Kerry Wood | 776 | 600 | 176 |
| 2008-09-11 | @ SLN | 146 | W 3-2 | 88-58 | 1 | 44,155 | Rich Harden | Todd Wellemeyer | Rich Harden | Todd Wellemeyer | Kerry Wood | 779 | 602 | 177 |
| 2008-09-14 | @ HOU | 147 | W 5-0 | 89-58 | 1 | 23,441 | Carlos Zambrano | Randy Wolf | Carlos Zambrano | Randy Wolf | | 784 | 602 | 182 |
| 2008-09-15 | @ HOU | 148 | W 6-1 | 90-58 | 1 | 15,158 | Ted Lilly | Brian Moehler | Ted Lilly | Brian Moehler | | 790 | 603 | 187 |
| 2008-09-16 | vs MIL | 149 | W 5-4 | 91-58 | 1 | 40,738 | Ryan Dempster | CC Sabathia | Ryan Dempster | CC Sabathia | Kerry Wood | 795 | 607 | 188 |
| 2008-09-17 | vs MIL | 150 | L 2-6 | 91-59 | 1 | 41,200 | Jason Marquis | Ben Sheets | Mark DiFelice | Jason Marquis | | 797 | 613 | 184 |
| 2008-09-18 | vs MIL | 151 | W 7-6 | 92-59 | 1 | 40,678 | Rich Harden | David Bush | Kerry Wood | Carlos Villanueva | | 804 | 619 | 185 |
| 2008-09-19 | vs SLN | 152 | L 6-12 | 92-60 | 1 | 40,972 | Carlos Zambrano | Adam Wainwright | Adam Wainwright | Carlos Zambrano | | 810 | 631 | 179 |
| 2008-09-20 | vs SLN | 153 | W 5-4 | 93-60 | 1 | 41,597 | Ted Lilly | Joel Pineiro | Ted Lilly | Joel Pineiro | Kerry Wood | 815 | 635 | 180 |
| 2008-09-21 | vs SLN | 154 | W 5-1 | 94-60 | 1 | 40,551 | Ryan Dempster | Braden Looper | Ryan Dempster | Braden Looper | | 820 | 636 | 184 |
| 2008-09-22 | @ NYN | 155 | W 9-5 | 95-60 | 1 | 51,137 | Jason Marquis | Jonathon Niese | Jason Marquis | Jonathon Niese | Kerry Wood | 829 | 641 | 188 |
| 2008-09-23 | @ NYN | 156 | L 2-6 | 95-61 | 1 | 50,615 | Sean Marshall | Johan Santana | Johan Santana | Chad Gaudin | Luis Ayala | 831 | 647 | 184 |
| 2008-09-24 | @ NYN | 157 | W 9-6 | 96-61 | 1 | 54,416 | Carlos Zambrano | Oliver Perez | Bob Howry | Luis Ayala | Kerry Wood | 840 | 653 | 187 |
| 2008-09-25 | @ NYN | 158 | L 6-7 | 96-62 | 1 | 51,174 | Rich Harden | Pedro Martinez | Joe Smith | Kevin Hart | | 846 | 660 | 186 |
| 2008-09-26 | @ MIL | 159 | L 1-5 | 96-63 | 1 | 44,084 | Ryan Dempster | Jeff Suppan | Seth McClung | Sean Marshall | | 847 | 665 | 182 |
| 2008-09-27 | @ MIL | 160 | W 7-3 | 97-63 | 1 | 45,288 | Ted Lilly | Ben Sheets | Ted Lilly | Ben Sheets | | 854 | 668 | 186 |
| 2008-09-28 | @ MIL | 161 | L 1-3 | 97-64 | 1 | 45,299 | Angel Guzman | CC Sabathia | CC Sabathia | Bob Howry | | 855 | 671 | 184 |