| 1999-04-06 | vs CHN | 1 | W 4-2 | - | | 51,668 | Shane Reynolds | Steve Trachsel | Shane Reynolds | Steve Trachsel | Billy Wagner | 4 | 2 | 2 |
| 1999-04-07 | vs CHN | 2 | L 2-9 | - | | 23,381 | Mike Hampton | Kevin Tapani | Kevin Tapani | Mike Hampton | | 6 | 11 | -5 |
| 1999-04-08 | vs CHN | 3 | L 1-2 | - | | 23,815 | Jose Lima | Jon Lieber | Jon Lieber | Jose Lima | Rod Beck | 7 | 13 | -6 |
| 1999-04-09 | vs MIL | 4 | W 3-2 | - | | 29,063 | Sean Bergman | Scott Karl | Scott Elarton | Bob Wickman | Billy Wagner | 10 | 15 | -5 |
| 1999-04-10 | vs MIL | 5 | L 2-8 | - | | 24,049 | Chris Holt | Bill Pulsipher | Bill Pulsipher | Chris Holt | David Weathers | 12 | 23 | -11 |
| 1999-04-11 | vs MIL | 6 | W 5-2 | - | | 20,177 | Shane Reynolds | Rafael Roque | Shane Reynolds | Rafael Roque | Billy Wagner | 17 | 25 | -8 |
| 1999-04-13 | @ SFN | 7 | W 7-3 | - | | 9,425 | Mike Hampton | Russ Ortiz | Mike Hampton | Russ Ortiz | Jay Powell | 24 | 28 | -4 |
| 1999-04-14 | @ SFN | 8 | W 6-3 | - | | 11,274 | Jose Lima | Shawn Estes | Jose Lima | Shawn Estes | Billy Wagner | 30 | 31 | -1 |
| 1999-04-15 | @ SFN | 9 | L 2-5 | - | | 10,819 | Sean Bergman | Chris Brock | Chris Brock | Sean Bergman | Robb Nen | 32 | 36 | -4 |
| 1999-04-16 | vs SLN | 10 | L 3-5 | - | | 40,387 | Shane Reynolds | Darren Oliver | Darren Oliver | Shane Reynolds | Ricky Bottalico | 35 | 41 | -6 |
| 1999-04-17 | vs SLN | 11 | L 5-8 | - | | 37,662 | Chris Holt | Jose Jimenez | Jose Jimenez | Chris Holt | | 40 | 49 | -9 |
| 1999-04-18 | vs SLN | 12 | W 8-4 | - | | 34,265 | Mike Hampton | Donovan Osborne | Jay Powell | Lance Painter | | 48 | 53 | -5 |
| 1999-04-20 | @ CHN | 13 | W 10-4 | - | | 28,876 | Jose Lima | Jon Lieber | Jose Lima | Jon Lieber | Scott Elarton | 58 | 57 | 1 |
| 1999-04-21 | @ CHN | 14 | W 10-3 | - | | 17,999 | Shane Reynolds | Scott Sanders | Shane Reynolds | Scott Sanders | | 68 | 60 | 8 |
| 1999-04-23 | @ CIN | 15 | L 5-7 | - | | 19,052 | Chris Holt | Jason Bere | Scott Sullivan | Chris Holt | Danny Graves | 73 | 67 | 6 |
| 1999-04-24 | @ CIN | 16 | W 4-3 | - | | 21,651 | Mike Hampton | Steve Avery | Scott Elarton | Danny Graves | Billy Wagner | 77 | 70 | 7 |
| 1999-04-25 | @ CIN | 17 | L 6-7 | - | | 20,406 | Sean Bergman | Pete Harnisch | Pete Harnisch | Doug Henry | Scott Williamson | 83 | 77 | 6 |
| 1999-04-26 | vs ARI | 18 | W 5-2 | - | | 18,328 | Jose Lima | Todd Stottlemyre | Jose Lima | Todd Stottlemyre | Billy Wagner | 88 | 79 | 9 |
| 1999-04-27 | vs ARI | 19 | W 11-0 | - | | 19,396 | Shane Reynolds | Armando Reynoso | Shane Reynolds | Armando Reynoso | | 99 | 79 | 20 |
| 1999-04-28 | vs ARI | 20 | L 6-10 | - | | 19,605 | Chris Holt | Andy Benes | Darren Holmes | Billy Wagner | | 105 | 89 | 16 |
| 1999-04-29 | vs ARI | 21 | W 5-2 | - | | 21,506 | Mike Hampton | Omar Daal | Mike Hampton | Omar Daal | Billy Wagner | 110 | 91 | 19 |
| 1999-04-30 | @ FLO | 22 | W 8-1 | - | | 19,116 | Sean Bergman | Brian Meadows | Sean Bergman | Brian Meadows | | 118 | 92 | 26 |
| 1999-05-01 | @ FLO | 23 | W 6-4 | - | | 17,604 | Jose Lima | Dennis Springer | Jose Lima | Dennis Springer | Billy Wagner | 124 | 96 | 28 |
| 1999-05-02 | @ FLO | 24 | W 3-2 | - | | 16,575 | Shane Reynolds | Alex Fernandez | Shane Reynolds | Alex Fernandez | Billy Wagner | 127 | 98 | 29 |
| 1999-05-03 | @ NYN | 25 | L 3-5 | - | | 14,878 | Chris Holt | Rick Reed | Rick Reed | Chris Holt | John Franco | 130 | 103 | 27 |
| 1999-05-04 | @ NYN | 26 | W 6-1 | - | | 27,192 | Mike Hampton | Al Leiter | Mike Hampton | Al Leiter | | 136 | 104 | 32 |
| 1999-05-05 | @ NYN | 27 | W 5-4 | - | | 25,026 | Sean Bergman | Bobby Jones | Jay Powell | Armando Benitez | Billy Wagner | 141 | 108 | 33 |
| 1999-05-07 | vs MON | 28 | W 5-2 | - | | 31,302 | Jose Lima | Miguel Batista | Jose Lima | Miguel Batista | | 146 | 110 | 36 |
| 1999-05-08 | vs MON | 29 | L 5-6 | - | | 33,216 | Shane Reynolds | Dustin Hermanson | Dustin Hermanson | Shane Reynolds | Ugueth Urbina | 151 | 116 | 35 |
| 1999-05-09 | vs MON | 30 | L 2-4 | - | | 24,804 | Chris Holt | Carl Pavano | Carl Pavano | Chris Holt | Ugueth Urbina | 153 | 120 | 33 |
| 1999-05-10 | vs PIT | 31 | W 6-0 | - | | 17,064 | Mike Hampton | Pete Schourek | Mike Hampton | Pete Schourek | | 159 | 120 | 39 |
| 1999-05-11 | vs PIT | 32 | W 19-8 | - | | 18,450 | Sean Bergman | Todd Ritchie | Sean Bergman | Todd Ritchie | | 178 | 128 | 50 |
| 1999-05-12 | vs PIT | 33 | W 6-2 | - | | 19,792 | Jose Lima | Jason Schmidt | Jose Lima | Jason Schmidt | | 184 | 130 | 54 |
| 1999-05-14 | vs SFN | 34 | W 7-4 | - | | 34,177 | Shane Reynolds | Kirk Rueter | Shane Reynolds | Kirk Rueter | Billy Wagner | 191 | 134 | 57 |
| 1999-05-15 | vs SFN | 35 | W 10-5 | - | | 40,871 | Mike Hampton | Mark Gardner | Mike Hampton | Mark Gardner | | 201 | 139 | 62 |
| 1999-05-16 | vs SFN | 36 | L 4-5 | - | | 29,671 | Sean Bergman | Russ Ortiz | Robb Nen | Scott Elarton | Joe Nathan | 205 | 144 | 61 |
| 1999-05-18 | @ LAN | 37 | W 11-3 | - | | 27,067 | Jose Lima | Carlos Perez | Jose Lima | Carlos Perez | | 216 | 147 | 69 |
| 1999-05-19 | @ LAN | 38 | L 2-5 | - | | 26,360 | Shane Reynolds | Kevin Brown | Kevin Brown | Shane Reynolds | | 218 | 152 | 66 |
| 1999-05-20 | @ LAN | 39 | W 4-3 | - | | 40,780 | Mike Hampton | Chan Ho Park | Billy Wagner | Jeff Shaw | | 222 | 155 | 67 |
| 1999-05-21 | @ SFN | 40 | L 3-4 | - | | 25,172 | Sean Bergman | Mark Gardner | John Johnstone | Jay Powell | Robb Nen | 225 | 159 | 66 |
| 1999-05-22 | @ SFN | 41 | L 1-3 | - | | 21,942 | Chris Holt | Russ Ortiz | Russ Ortiz | Chris Holt | Robb Nen | 226 | 162 | 64 |
| 1999-05-23 | @ SFN | 42 | W 4-1 | - | | 40,101 | Jose Lima | Shawn Estes | Jose Lima | Joe Nathan | Billy Wagner | 230 | 163 | 67 |
| 1999-05-24 | vs COL | 43 | W 5-2 | - | | 20,772 | Shane Reynolds | Brian Bohanon | Shane Reynolds | Brian Bohanon | | 235 | 165 | 70 |
| 1999-05-25 | vs COL | 44 | W 2-1 | - | | 21,720 | Mike Hampton | Darryl Kile | Scott Elarton | Mike DeJean | | 237 | 166 | 71 |
| 1999-05-26 | vs COL | 45 | W 3-2 | - | | 24,476 | Sean Bergman | Pedro Astacio | Jay Powell | Pedro Astacio | | 240 | 168 | 72 |
| 1999-05-27 | vs COL | 46 | L 3-4 | - | | 25,146 | Chris Holt | Bobby Jones | Jerry DiPoto | Trever Miller | Dave Veres | 243 | 172 | 71 |
| 1999-05-28 | @ PIT | 47 | L 5-6 | - | | 17,309 | Jose Lima | Todd Ritchie | Todd Ritchie | Jose Lima | Mike Williams | 248 | 178 | 70 |
| 1999-05-29 | @ PIT | 48 | L 1-5 | - | | 32,426 | Shane Reynolds | Francisco Cordova | Francisco Cordova | Shane Reynolds | | 249 | 183 | 66 |
| 1999-05-30 | @ PIT | 49 | L 3-7 | - | | 28,905 | Mike Hampton | Kris Benson | Kris Benson | Mike Hampton | | 252 | 190 | 62 |
| 1999-06-01 | @ MIL | 50 | W 3-0 | - | | 15,266 | Sean Bergman | Scott Karl | Sean Bergman | Scott Karl | | 255 | 190 | 65 |
| 1999-06-02 | @ MIL | 51 | W 9-1 | - | | 13,876 | Jose Lima | Cal Eldred | Jose Lima | Cal Eldred | | 264 | 191 | 73 |
| 1999-06-03 | @ MIL | 52 | L 1-4 | - | | 11,620 | Shane Reynolds | Steve Woodard | Steve Woodard | Shane Reynolds | Bob Wickman | 265 | 195 | 70 |
| 1999-06-04 | @ MIN | 53 | W 7-6 | - | | 13,152 | Mike Hampton | Eric Milton | Mike Hampton | Mike Trombley | Billy Wagner | 272 | 201 | 71 |
| 1999-06-05 | @ MIN | 54 | W 6-5 | - | | 17,150 | Chris Holt | Dan Perkins | Scott Elarton | Joe Mays | Billy Wagner | 278 | 206 | 72 |
| 1999-06-06 | @ MIN | 55 | L 6-13 | - | | 13,720 | Sean Bergman | LaTroy Hawkins | Benj Sampson | Sean Bergman | | 284 | 219 | 65 |
| 1999-06-07 | @ CHA | 56 | W 8-2 | - | | 16,881 | Jose Lima | John Snyder | Jose Lima | John Snyder | | 292 | 221 | 71 |
| 1999-06-08 | @ CHA | 57 | L 3-4 | - | | 11,836 | Shane Reynolds | Jaime Navarro | Jaime Navarro | Shane Reynolds | Bob Howry | 295 | 225 | 70 |
| 1999-06-09 | @ CHA | 58 | W 13-4 | - | | 12,138 | Mike Hampton | James Baldwin | Mike Hampton | James Baldwin | | 308 | 229 | 79 |
| 1999-06-11 | vs SDN | 59 | W 2-1 | - | | 38,425 | Sean Bergman | Woody Williams | Sean Bergman | Woody Williams | Billy Wagner | 310 | 230 | 80 |
| 1999-06-12 | vs SDN | 60 | W 3-2 | - | | 39,893 | Jose Lima | Brian Boehringer | Jose Lima | Donne Wall | Billy Wagner | 313 | 232 | 81 |
| 1999-06-13 | vs SDN | 61 | W 4-3 | - | | 39,773 | Shane Reynolds | Heath Murray | Shane Reynolds | Heath Murray | Billy Wagner | 317 | 235 | 82 |
| 1999-06-14 | vs ATL | 62 | W 10-4 | - | | 28,243 | Mike Hampton | Odalis Perez | Mike Hampton | Odalis Perez | Trever Miller | 327 | 239 | 88 |
| 1999-06-15 | vs ATL | 63 | L 3-4 | - | | 27,941 | Chris Holt | Tom Glavine | Tom Glavine | Scott Elarton | John Rocker | 330 | 243 | 87 |
| 1999-06-16 | vs ATL | 64 | L 1-3 | - | | 27,756 | Sean Bergman | Greg Maddux | Greg Maddux | Sean Bergman | John Rocker | 331 | 246 | 85 |
| 1999-06-17 | vs ATL | 65 | L 5-8 | - | | 39,477 | Jose Lima | Kevin Millwood | Kevin Millwood | Jose Lima | Rudy Seanez | 336 | 254 | 82 |
| 1999-06-18 | vs MON | 66 | W 5-0 | - | | 32,526 | Shane Reynolds | Dustin Hermanson | Shane Reynolds | Dustin Hermanson | | 341 | 254 | 87 |
| 1999-06-19 | vs MON | 67 | W 5-2 | - | | 27,259 | Mike Hampton | Carl Pavano | Mike Hampton | Carl Pavano | Billy Wagner | 346 | 256 | 90 |
| 1999-06-20 | vs MON | 68 | W 11-3 | - | | 33,882 | Chris Holt | Dan Smith | Chris Holt | Dan Smith | | 357 | 259 | 98 |
| 1999-06-21 | @ SLN | 69 | L 3-5 | - | | 41,506 | Sean Bergman | Kent Bottenfield | Kent Bottenfield | Sean Bergman | Ricky Bottalico | 360 | 264 | 96 |
| 1999-06-22 | @ SLN | 70 | L 3-4 | - | | 36,481 | Jose Lima | Kent Mercker | Mike Mohler | Jeff McCurry | | 363 | 268 | 95 |
| 1999-06-23 | @ SLN | 71 | W 8-4 | - | | 36,402 | Shane Reynolds | Juan Acevedo | Shane Reynolds | Juan Acevedo | | 371 | 272 | 99 |
| 1999-06-24 | vs CIN | 72 | L 0-3 | - | | 25,543 | Mike Hampton | Ron Villone | Ron Villone | Mike Hampton | Danny Graves | 371 | 275 | 96 |
| 1999-06-25 | vs CIN | 73 | L 7-10 | - | | 33,661 | Chris Holt | Brett Tomko | Brett Tomko | Chris Holt | Scott Williamson | 378 | 285 | 93 |
| 1999-06-26 | vs CIN | 74 | L 1-8 | - | | 31,792 | Sean Bergman | Steve Parris | Steve Parris | Sean Bergman | | 379 | 293 | 86 |
| 1999-06-27 | vs CIN | 75 | L 2-5 | - | | 32,981 | Jose Lima | Pete Harnisch | Pete Harnisch | Jose Lima | | 381 | 298 | 83 |
| 1999-06-29 | vs SLN | 76 | W 5-4 | - | | 34,797 | Shane Reynolds | Juan Acevedo | Scott Elarton | Manny Aybar | Billy Wagner | 386 | 302 | 84 |
| 1999-06-30 | vs SLN | 77 | W 11-3 | - | | 42,475 | Mike Hampton | Jose Jimenez | Mike Hampton | Jose Jimenez | | 397 | 305 | 92 |
| 1999-07-01 | vs SLN | 78 | L 4-10 | - | | 43,727 | Chris Holt | Kent Bottenfield | Kent Bottenfield | Chris Holt | | 401 | 315 | 86 |
| 1999-07-02 | @ CIN | 79 | W 7-5 | - | | 35,591 | Jose Lima | Steve Parris | Jay Powell | Stan Belinda | Billy Wagner | 408 | 320 | 88 |
| 1999-07-03 | @ CIN | 80 | L 0-10 | - | | 34,168 | Scott Elarton | Pete Harnisch | Pete Harnisch | Scott Elarton | Dennys Reyes | 408 | 330 | 78 |
| 1999-07-04 | @ CIN | 81 | W 5-3 | - | | 22,023 | Shane Reynolds | Steve Avery | Shane Reynolds | Steve Avery | Billy Wagner | 413 | 333 | 80 |
| 1999-07-05 | @ CIN | 82 | L 2-5 | - | | 23,958 | Chris Holt | Ron Villone | Ron Villone | Chris Holt | Danny Graves | 415 | 338 | 77 |
| 1999-07-06 | @ ARI | 83 | W 3-1 | - | | 31,672 | Jose Lima | Omar Daal | Jose Lima | Omar Daal | Billy Wagner | 418 | 339 | 79 |
| 1999-07-07 | @ ARI | 84 | L 7-13 | - | | 31,004 | Wade Miller | Brian Anderson | Bobby Chouinard | Wade Miller | | 425 | 352 | 73 |
| 1999-07-08 | @ ARI | 85 | L 7-8 | - | | 38,224 | Scott Elarton | Armando Reynoso | Gregg Olson | Brian Williams | | 432 | 360 | 72 |
| 1999-07-09 | @ KCA | 86 | W 6-5 | - | | 22,652 | Shane Reynolds | Jay Witasick | Jose Cabrera | Jeff Montgomery | Chris Holt | 438 | 365 | 73 |
| 1999-07-10 | @ KCA | 87 | W 3-2 | - | | 30,033 | Mike Hampton | Kevin Appier | Mike Hampton | Kevin Appier | Billy Wagner | 441 | 367 | 74 |
| 1999-07-11 | @ KCA | 88 | W 7-3 | - | | 19,506 | Jose Lima | Jeff Suppan | Jose Lima | Jeff Suppan | Jay Powell | 448 | 370 | 78 |
| 1999-07-15 | vs DET | 89 | W 8-6 | - | | 32,573 | Shane Reynolds | Dave Mlicki | Trever Miller | Willie Blair | Billy Wagner | 456 | 376 | 80 |
| 1999-07-16 | vs DET | 90 | W 2-1 | - | | 36,541 | Scott Elarton | Justin Thompson | Jose Cabrera | Doug Brocail | | 458 | 377 | 81 |
| 1999-07-17 | vs DET | 91 | W 3-2 | - | | 41,177 | Jose Lima | Dave Borkowski | Billy Wagner | Todd Jones | | 461 | 379 | 82 |
| 1999-07-18 | vs CLE | 92 | W 2-0 | - | | 50,299 | Mike Hampton | Jaret Wright | Mike Hampton | Jaret Wright | | 463 | 379 | 84 |
| 1999-07-19 | vs CLE | 93 | W 3-2 | - | | 34,276 | Chris Holt | Mark Langston | Jose Cabrera | Tom Candiotti | | 466 | 381 | 85 |
| 1999-07-20 | vs CLE | 94 | L 1-7 | - | | 41,133 | Shane Reynolds | Bartolo Colon | Bartolo Colon | Shane Reynolds | | 467 | 388 | 79 |
| 1999-07-21 | vs ARI | 95 | L 4-7 | - | | 23,985 | Scott Elarton | Armando Reynoso | Bobby Chouinard | Jay Powell | Matt Mantei | 471 | 395 | 76 |
| 1999-07-22 | vs ARI | 96 | L 1-2 | - | | 31,861 | Jose Lima | Andy Benes | Andy Benes | Jose Lima | Matt Mantei | 472 | 397 | 75 |
| 1999-07-23 | vs SDN | 97 | W 7-4 | - | | 37,482 | Mike Hampton | Brian Boehringer | Mike Hampton | Donne Wall | | 479 | 401 | 78 |
| 1999-07-24 | vs SDN | 98 | W 5-2 | - | | 36,115 | Chris Holt | Matt Clement | Chris Holt | Matt Clement | Billy Wagner | 484 | 403 | 81 |
| 1999-07-25 | vs SDN | 99 | W 5-2 | - | | 34,613 | Shane Reynolds | Andy Ashby | Shane Reynolds | Andy Ashby | | 489 | 405 | 84 |
| 1999-07-26 | @ COL | 100 | W 8-5 | - | | 42,740 | Scott Elarton | Bobby Jones | Brian Williams | Dave Veres | Billy Wagner | 497 | 410 | 87 |
| 1999-07-27 | @ COL | 101 | W 6-3 | - | | 41,952 | Jose Lima | Brian Bohanon | Jose Lima | Brian Bohanon | Billy Wagner | 503 | 413 | 90 |
| 1999-07-28 | @ COL | 102 | W 16-8 | - | | 43,201 | Mike Hampton | Roberto Ramirez | Mike Hampton | Roberto Ramirez | | 519 | 421 | 98 |
| 1999-07-29 | @ COL | 103 | L 2-4 | - | | 43,415 | Chris Holt | Darryl Kile | Darryl Kile | Chris Holt | Dave Veres | 521 | 425 | 96 |
| 1999-07-30 | @ SDN | 104 | W 5-1 | - | | 39,619 | Shane Reynolds | Matt Clement | Shane Reynolds | Matt Clement | | 526 | 426 | 100 |
| 1999-07-31 | @ SDN | 105 | W 8-5 | - | | 60,516 | Scott Elarton | Andy Ashby | Doug Henry | Dan Miceli | | 534 | 431 | 103 |
| 1999-08-01 | @ SDN | 106 | L 3-10 | - | | 32,294 | Jose Lima | Sterling Hitchcock | Sterling Hitchcock | Jose Lima | | 537 | 441 | 96 |
| 1999-08-03 | vs LAN | 107 | W 7-2 | - | | 34,874 | Mike Hampton | Darren Dreifort | Mike Hampton | Darren Dreifort | | 544 | 443 | 101 |
| 1999-08-04 | vs LAN | 108 | L 1-2 | - | | 31,771 | Chris Holt | Kevin Brown | Kevin Brown | Chris Holt | | 545 | 445 | 100 |
| 1999-08-05 | vs LAN | 109 | W 7-0 | - | | 38,018 | Shane Reynolds | Ismael Valdez | Shane Reynolds | Ismael Valdez | | 552 | 445 | 107 |
| 1999-08-06 | @ CHN | 110 | W 6-1 | - | | 0 | Jose Lima | Kyle Farnsworth | Jose Lima | Kyle Farnsworth | Jay Powell | 558 | 446 | 112 |
| 1999-08-06 | @ CHN | 111 | L 0-6 | - | | 39,109 | Sean Bergman | Andrew Lorraine | Andrew Lorraine | Sean Bergman | | 558 | 452 | 106 |
| 1999-08-07 | @ CHN | 112 | W 10-4 | - | | 38,413 | Scott Elarton | Kevin Tapani | Scott Elarton | Kevin Tapani | | 568 | 456 | 112 |
| 1999-08-08 | @ CHN | 113 | W 6-2 | - | | 38,296 | Mike Hampton | Micah Bowie | Mike Hampton | Micah Bowie | | 574 | 458 | 116 |
| 1999-08-09 | @ ATL | 114 | L 3-5 | - | | 40,072 | Chris Holt | John Smoltz | Rudy Seanez | Doug Henry | John Rocker | 577 | 463 | 114 |
| 1999-08-10 | @ ATL | 115 | L 4-6 | - | | 38,303 | Shane Reynolds | Tom Glavine | Tom Glavine | Shane Reynolds | John Rocker | 581 | 469 | 112 |
| 1999-08-11 | @ ATL | 116 | L 5-8 | - | | 39,578 | Jose Lima | Greg Maddux | Greg Maddux | Jose Lima | John Rocker | 586 | 477 | 109 |
| 1999-08-13 | vs PIT | 117 | L 5-6 | - | | 39,829 | Mike Hampton | Francisco Cordova | Brad Clontz | Trever Miller | Mike Williams | 591 | 483 | 108 |
| 1999-08-14 | vs PIT | 118 | W 7-1 | - | | 44,868 | Chris Holt | Kris Benson | Chris Holt | Kris Benson | | 598 | 484 | 114 |
| 1999-08-15 | vs PIT | 119 | L 0-2 | - | | 36,231 | Shane Reynolds | Todd Ritchie | Todd Ritchie | Shane Reynolds | Mike Williams | 598 | 486 | 112 |
| 1999-08-16 | vs MIL | 120 | W 2-0 | - | | 20,100 | Jose Lima | Kyle Peterson | Jose Lima | Kyle Peterson | Billy Wagner | 600 | 486 | 114 |
| 1999-08-17 | vs MIL | 121 | W 8-6 | - | | 20,558 | Scott Elarton | Cal Eldred | Scott Elarton | Cal Eldred | Billy Wagner | 608 | 492 | 116 |
| 1999-08-18 | vs MIL | 122 | W 6-4 | - | | 23,540 | Mike Hampton | Hideo Nomo | Brian Williams | Eric Plunk | Billy Wagner | 614 | 496 | 118 |
| 1999-08-19 | vs MIL | 123 | L 5-6 | - | | 22,934 | Chris Holt | Scott Karl | Rocky Coppinger | Jay Powell | Bob Wickman | 619 | 502 | 117 |
| 1999-08-20 | @ FLO | 124 | W 6-4 | - | | 19,845 | Shane Reynolds | Ryan Dempster | Trever Miller | Jesus Sanchez | Billy Wagner | 625 | 506 | 119 |
| 1999-08-21 | @ FLO | 125 | W 5-4 | - | | 25,947 | Jose Lima | Dennis Springer | Doug Henry | Brian Edmondson | Billy Wagner | 630 | 510 | 120 |
| 1999-08-23 | @ NYN | 126 | L 2-3 | - | | 39,292 | Scott Elarton | Al Leiter | Armando Benitez | Jay Powell | | 632 | 513 | 119 |
| 1999-08-24 | @ NYN | 127 | W 5-1 | - | | 35,673 | Mike Hampton | Masato Yoshii | Billy Wagner | Dennis Cook | | 637 | 514 | 123 |
| 1999-08-25 | @ NYN | 128 | L 0-4 | - | | 44,640 | Shane Reynolds | Kenny Rogers | Kenny Rogers | Shane Reynolds | Dennis Cook | 637 | 518 | 119 |
| 1999-08-27 | vs FLO | 129 | W 3-2 | - | | 0 | Jose Lima | Dennis Springer | Jose Lima | Dennis Springer | Billy Wagner | 640 | 520 | 120 |
| 1999-08-27 | vs FLO | 130 | L 1-3 | - | | 39,885 | Chris Holt | Ryan Dempster | Ryan Dempster | Chris Holt | Antonio Alfonseca | 641 | 523 | 118 |
| 1999-08-28 | vs FLO | 131 | L 2-5 | - | | 42,968 | Scott Elarton | A.J. Burnett | A.J. Burnett | Scott Elarton | Antonio Alfonseca | 643 | 528 | 115 |
| 1999-08-29 | vs FLO | 132 | W 10-4 | - | | 33,666 | Mike Hampton | Alex Fernandez | Mike Hampton | Alex Fernandez | | 653 | 532 | 121 |
| 1999-08-30 | vs NYN | 133 | L 1-17 | - | | 28,032 | Shane Reynolds | Masato Yoshii | Masato Yoshii | Shane Reynolds | | 654 | 549 | 105 |
| 1999-08-31 | vs NYN | 134 | W 6-2 | - | | 24,982 | Jose Lima | Kenny Rogers | Jose Lima | Turk Wendell | | 660 | 551 | 109 |
| 1999-09-01 | vs NYN | 135 | L 5-9 | - | | 24,112 | Chris Holt | Octavio Dotel | Octavio Dotel | Chris Holt | | 665 | 560 | 105 |
| 1999-09-03 | @ MON | 136 | W 8-1 | - | | 8,417 | Mike Hampton | Dan Smith | Mike Hampton | Dan Smith | | 673 | 561 | 112 |
| 1999-09-04 | @ MON | 137 | W 5-2 | - | | 8,471 | Shane Reynolds | Javier Vazquez | Jose Cabrera | Ugueth Urbina | | 678 | 563 | 115 |
| 1999-09-05 | @ MON | 138 | W 6-2 | - | | 8,302 | Scott Elarton | Jeremy Powell | Scott Elarton | Anthony Telford | | 684 | 565 | 119 |
| 1999-09-06 | @ PHI | 139 | W 6-5 | - | | 12,223 | Jose Lima | Randy Wolf | Jose Lima | Randy Wolf | Billy Wagner | 690 | 570 | 120 |
| 1999-09-07 | @ PHI | 140 | W 8-6 | - | | 12,934 | Chris Holt | Mike Grace | Jay Powell | Wayne Gomes | Doug Henry | 698 | 576 | 122 |
| 1999-09-08 | @ PHI | 141 | W 10-2 | - | | 14,050 | Mike Hampton | Curt Schilling | Mike Hampton | Curt Schilling | | 708 | 578 | 130 |
| 1999-09-09 | @ PHI | 142 | W 3-1 | - | | 11,133 | Shane Reynolds | Paul Byrd | Shane Reynolds | Steve Montgomery | Billy Wagner | 711 | 579 | 132 |
| 1999-09-10 | vs CHN | 143 | W 6-4 | - | | 48,879 | Scott Elarton | Jon Lieber | Billy Wagner | Bobby Ayala | | 717 | 583 | 134 |
| 1999-09-11 | vs CHN | 144 | W 5-3 | - | | 52,010 | Jose Lima | Micah Bowie | Jose Lima | Micah Bowie | Billy Wagner | 722 | 586 | 136 |
| 1999-09-12 | vs CHN | 145 | W 7-1 | - | | 51,877 | Chris Holt | Steve Trachsel | Chris Holt | Steve Trachsel | | 729 | 587 | 142 |
| 1999-09-13 | vs PHI | 146 | W 13-2 | - | | 44,399 | Mike Hampton | Joe Grahe | Mike Hampton | Joe Grahe | | 742 | 589 | 153 |
| 1999-09-14 | vs PHI | 147 | W 12-2 | - | | 25,164 | Shane Reynolds | Paul Byrd | Shane Reynolds | Paul Byrd | | 754 | 591 | 163 |
| 1999-09-15 | vs PHI | 148 | L 6-8 | - | | 31,186 | Scott Elarton | Robert Person | Wayne Gomes | Doug Henry | Billy Brewer | 760 | 599 | 161 |
| 1999-09-17 | @ SLN | 149 | L 8-11 | - | | 37,027 | Jose Lima | Garrett Stephenson | Garrett Stephenson | Jose Lima | Ricky Bottalico | 768 | 610 | 158 |
| 1999-09-18 | @ SLN | 150 | L 6-13 | - | | 45,536 | Mike Hampton | Darren Oliver | Darren Oliver | Mike Hampton | | 774 | 623 | 151 |
| 1999-09-19 | @ SLN | 151 | W 4-3 | - | | 41,233 | Chris Holt | Jose Jimenez | Chris Holt | Rich Croushore | Billy Wagner | 778 | 626 | 152 |
| 1999-09-20 | @ PIT | 152 | L 5-11 | - | | 10,256 | Shane Reynolds | Francisco Cordova | Pete Schourek | Shane Reynolds | | 783 | 637 | 146 |
| 1999-09-21 | @ PIT | 153 | W 6-3 | - | | 12,745 | Scott Elarton | Kris Benson | Scott Elarton | Kris Benson | Doug Henry | 789 | 640 | 149 |
| 1999-09-22 | @ PIT | 154 | L 2-3 | - | | 16,647 | Jose Lima | Todd Ritchie | Todd Ritchie | Jose Lima | | 791 | 643 | 148 |
| 1999-09-24 | @ MIL | 155 | W 9-4 | - | | 14,093 | Mike Hampton | Hideo Nomo | Trever Miller | Eric Plunk | Jay Powell | 800 | 647 | 153 |
| 1999-09-25 | @ MIL | 156 | L 2-3 | - | | 24,093 | Shane Reynolds | Scott Karl | Scott Karl | Shane Reynolds | Bob Wickman | 802 | 650 | 152 |
| 1999-09-26 | @ MIL | 157 | L 3-11 | - | | 27,748 | Scott Elarton | Kyle Peterson | Kyle Peterson | Scott Elarton | | 805 | 661 | 144 |
| 1999-09-28 | vs CIN | 158 | L 1-4 | - | | 54,037 | Jose Lima | Pete Harnisch | Pete Harnisch | Jose Lima | Scott Williamson | 806 | 665 | 141 |
| 1999-09-29 | vs CIN | 159 | W 4-1 | - | | 52,242 | Mike Hampton | Steve Parris | Mike Hampton | Steve Parris | Billy Wagner | 810 | 666 | 144 |
| 1999-10-01 | vs LAN | 160 | L 1-5 | - | | 50,791 | Shane Reynolds | Eric Gagne | Eric Gagne | Shane Reynolds | | 811 | 671 | 140 |
| 1999-10-02 | vs LAN | 161 | W 3-0 | - | | 52,062 | Jose Lima | Chan Ho Park | Jose Lima | Chan Ho Park | Billy Wagner | 814 | 671 | 143 |
| 1999-10-03 | vs LAN | 162 | W 9-4 | - | | 52,033 | Mike Hampton | Robinson Checo | Mike Hampton | Robinson Checo | | 823 | 675 | 148 |