| 1999-04-05 | @ FLO | 1 | L 2-6 | 0-1 | 5 | 38,983 | Al Leiter | Alex Fernandez | Alex Fernandez | Al Leiter | | 2 | 6 | -4 |
| 1999-04-06 | @ FLO | 2 | W 12-3 | 0-2 | 5 | 18,075 | Rick Reed | Livan Hernandez | Rick Reed | Livan Hernandez | Allen Watson | 14 | 9 | 5 |
| 1999-04-07 | @ FLO | 3 | W 6-0 | 1-2 | 5 | 13,845 | Bobby Jones | Jesus Sanchez | Bobby Jones | Jesus Sanchez | | 20 | 9 | 11 |
| 1999-04-08 | @ MON | 4 | L 1-5 | 1-3 | 5 | 43,918 | Orel Hershiser | Miguel Batista | Miguel Batista | Orel Hershiser | Ugueth Urbina | 21 | 14 | 7 |
| 1999-04-09 | @ MON | 5 | W 10-3 | 1-4 | 5 | 12,386 | Masato Yoshii | Mike Thurman | Masato Yoshii | Mike Thurman | | 31 | 17 | 14 |
| 1999-04-10 | @ MON | 6 | W 4-3 | 2-4 | 5 | 16,173 | Al Leiter | Dustin Hermanson | Dennis Cook | Anthony Telford | John Franco | 35 | 20 | 15 |
| 1999-04-11 | @ MON | 7 | W 6-3 | 3-4 | 5 | 10,366 | Rick Reed | Carl Pavano | Allen Watson | Carl Pavano | John Franco | 41 | 23 | 18 |
| 1999-04-12 | vs FLO | 8 | W 8-1 | 4-4 | 4 | 52,052 | Bobby Jones | Livan Hernandez | Bobby Jones | Livan Hernandez | | 49 | 24 | 25 |
| 1999-04-14 | vs FLO | 9 | W 4-1 | 5-4 | 3 | 15,729 | Orel Hershiser | Jesus Sanchez | Orel Hershiser | Jesus Sanchez | John Franco | 53 | 25 | 28 |
| 1999-04-15 | vs FLO | 10 | L 4-11 | 6-4 | 2 | 14,165 | Masato Yoshii | Brian Meadows | Brian Meadows | Masato Yoshii | | 57 | 36 | 21 |
| 1999-04-16 | vs MON | 11 | L 4-6 | 6-5 | 3 | 17,900 | Al Leiter | Dustin Hermanson | Dustin Hermanson | Al Leiter | Ugueth Urbina | 61 | 42 | 19 |
| 1999-04-17 | vs MON | 12 | W 3-2 | 7-5 | 2 | 34,784 | Bobby Jones | Carl Pavano | Bobby Jones | Carl Pavano | John Franco | 64 | 44 | 20 |
| 1999-04-18 | vs MON | 13 | L 2-4 | 7-6 | 3 | 26,020 | Allen Watson | Javier Vazquez | Javier Vazquez | Allen Watson | Ugueth Urbina | 66 | 48 | 18 |
| 1999-04-20 | @ CIN | 14 | W 3-2 | 8-6 | 1 | 14,006 | Orel Hershiser | Pete Harnisch | Dennis Cook | Pete Harnisch | John Franco | 69 | 50 | 19 |
| 1999-04-21 | @ CIN | 15 | L 4-7 | 8-7 | 1 | 15,040 | Masato Yoshii | Denny Neagle | Scott Sullivan | Masato Yoshii | Danny Graves | 73 | 57 | 16 |
| 1999-04-22 | @ CIN | 16 | W 4-1 | 9-7 | 1 | 14,783 | Al Leiter | Brett Tomko | Al Leiter | Brett Tomko | John Franco | 77 | 58 | 19 |
| 1999-04-23 | @ CHN | 17 | W 6-5 | 10-7 | 1 | 20,828 | Bobby Jones | Steve Trachsel | Dennis Cook | Rod Beck | John Franco | 83 | 63 | 20 |
| 1999-04-24 | @ CHN | 18 | L 0-2 | 10-8 | 2 | 38,516 | Allen Watson | Terry Mulholland | Terry Mulholland | Allen Watson | Rod Beck | 83 | 65 | 18 |
| 1999-04-25 | @ CHN | 19 | L 4-8 | 10-9 | 2 | 39,265 | Orel Hershiser | Brad Woodall | Rodney Myers | Orel Hershiser | | 87 | 73 | 14 |
| 1999-04-27 | vs SDN | 20 | L 2-6 | 10-10 | 2 | 25,113 | Masato Yoshii | Andy Ashby | Andy Ashby | Masato Yoshii | | 89 | 79 | 10 |
| 1999-04-28 | vs SDN | 21 | W 4-3 | 11-10 | 2 | 22,581 | Al Leiter | Sterling Hitchcock | Turk Wendell | Trevor Hoffman | | 93 | 82 | 11 |
| 1999-04-29 | vs SDN | 22 | W 8-5 | 12-10 | 2 | 18,442 | Bobby Jones | Woody Williams | Dennis Cook | Brian Boehringer | John Franco | 101 | 87 | 14 |
| 1999-04-30 | vs SFN | 23 | W 7-2 | 13-10 | 2 | 32,427 | Allen Watson | Shawn Estes | Allen Watson | Shawn Estes | Turk Wendell | 108 | 89 | 19 |
| 1999-05-01 | vs SFN | 24 | W 9-4 | 14-10 | 2 | 33,825 | Orel Hershiser | Chris Brock | Orel Hershiser | Chris Brock | | 117 | 93 | 24 |
| 1999-05-02 | vs SFN | 25 | W 2-0 | 15-10 | 1 | 37,431 | Masato Yoshii | Kirk Rueter | Dennis Cook | John Johnstone | John Franco | 119 | 93 | 26 |
| 1999-05-03 | vs HOU | 26 | W 5-3 | 16-10 | 1 | 14,878 | Rick Reed | Chris Holt | Rick Reed | Chris Holt | John Franco | 124 | 96 | 28 |
| 1999-05-04 | vs HOU | 27 | L 1-6 | 16-11 | 1 | 27,192 | Al Leiter | Mike Hampton | Mike Hampton | Al Leiter | | 125 | 102 | 23 |
| 1999-05-05 | vs HOU | 28 | L 4-5 | 16-12 | 2 | 25,026 | Bobby Jones | Sean Bergman | Jay Powell | Armando Benitez | Billy Wagner | 129 | 107 | 22 |
| 1999-05-07 | @ ARI | 29 | L 7-14 | 17-12 | 2 | 38,154 | Orel Hershiser | Todd Stottlemyre | Todd Stottlemyre | Orel Hershiser | | 136 | 121 | 15 |
| 1999-05-08 | @ ARI | 30 | W 4-2 | 18-12 | 2 | 37,593 | Masato Yoshii | Andy Benes | Masato Yoshii | Andy Benes | Armando Benitez | 140 | 123 | 17 |
| 1999-05-09 | @ ARI | 31 | L 6-11 | 19-12 | 1 | 38,250 | Rick Reed | Omar Daal | Omar Daal | Rick Reed | | 146 | 134 | 12 |
| 1999-05-10 | @ COL | 32 | L 3-10 | 20-12 | 1 | 40,021 | Al Leiter | Pedro Astacio | Pedro Astacio | Al Leiter | | 149 | 144 | 5 |
| 1999-05-11 | @ COL | 33 | L 5-8 | 20-13 | 1 | 40,032 | Bobby Jones | Bobby Jones | Bobby Jones | Bobby Jones | | 154 | 152 | 2 |
| 1999-05-12 | @ COL | 34 | W 10-5 | 20-14 | 2 | 41,011 | Rick Reed | John Thomson | Rick Reed | John Thomson | | 164 | 157 | 7 |
| 1999-05-14 | @ PHI | 35 | W 7-3 | 21-14 | 1 | 21,074 | Masato Yoshii | Chad Ogea | Masato Yoshii | Chad Ogea | | 171 | 160 | 11 |
| 1999-05-15 | @ PHI | 36 | W 9-7 | 22-14 | 1 | 27,039 | Al Leiter | Carlton Loewer | Pat Mahomes | Ken Ryan | John Franco | 180 | 167 | 13 |
| 1999-05-16 | @ PHI | 37 | L 2-5 | 22-15 | 1 | 28,422 | Orel Hershiser | Paul Byrd | Paul Byrd | Orel Hershiser | Jeff Brantley | 182 | 172 | 10 |
| 1999-05-17 | vs MIL | 38 | L 6-7 | 22-16 | 2 | 16,326 | Bobby Jones | Scott Karl | Scott Karl | Bobby Jones | Bob Wickman | 188 | 179 | 9 |
| 1999-05-18 | vs MIL | 39 | L 2-4 | 22-17 | 2 | 26,411 | Rick Reed | Cal Eldred | David Weathers | Dennis Cook | Bob Wickman | 190 | 183 | 7 |
| 1999-05-20 | vs MIL | 40 | W 11-10 | 23-17 | 3 | 0 | Al Leiter | Jim Abbott | Al Leiter | Jim Abbott | John Franco | 201 | 193 | 8 |
| 1999-05-20 | vs MIL | 41 | W 10-1 | 23-17 | 3 | 19,542 | Masato Yoshii | Steve Woodard | Masato Yoshii | Steve Woodard | | 211 | 194 | 17 |
| 1999-05-21 | vs PHI | 42 | W 7-5 | 25-17 | 1 | 24,554 | Orel Hershiser | Carlton Loewer | Orel Hershiser | Carlton Loewer | John Franco | 218 | 199 | 19 |
| 1999-05-22 | vs PHI | 43 | L 3-9 | 25-18 | 2 | 34,575 | Bobby Jones | Paul Byrd | Paul Byrd | Bobby Jones | | 221 | 208 | 13 |
| 1999-05-23 | vs PHI | 44 | W 5-4 | 26-18 | 1 | 34,950 | Rick Reed | Curt Schilling | Rigo Beltran | Curt Schilling | | 226 | 212 | 14 |
| 1999-05-24 | @ PIT | 45 | L 4-7 | 26-19 | 2 | 11,880 | Jason Isringhausen | Francisco Cordova | Jose Silva | Jason Isringhausen | Mike Williams | 230 | 219 | 11 |
| 1999-05-25 | @ PIT | 46 | W 8-3 | 27-19 | 1 | 12,029 | Masato Yoshii | Kris Benson | Masato Yoshii | Kris Benson | | 238 | 222 | 16 |
| 1999-05-26 | @ PIT | 47 | W 5-2 | 28-19 | 1 | 13,681 | Orel Hershiser | Pete Schourek | Orel Hershiser | Pete Schourek | John Franco | 243 | 224 | 19 |
| 1999-05-28 | vs ARI | 48 | L 1-2 | 28-20 | 1 | 32,114 | Rick Reed | Omar Daal | Omar Daal | Rick Reed | Gregg Olson | 244 | 226 | 18 |
| 1999-05-29 | vs ARI | 49 | L 7-8 | 28-21 | 1 | 35,167 | Allen Watson | Armando Reynoso | Armando Reynoso | Rigo Beltran | Byung-Hyun Kim | 251 | 234 | 17 |
| 1999-05-30 | vs ARI | 50 | L 1-10 | 28-22 | 1 | 38,302 | Masato Yoshii | Randy Johnson | Randy Johnson | Masato Yoshii | | 252 | 244 | 8 |
| 1999-05-31 | vs CIN | 51 | L 3-5 | 28-23 | 2 | 28,368 | Al Leiter | Brett Tomko | Ron Villone | Al Leiter | Scott Williamson | 255 | 249 | 6 |
| 1999-06-01 | vs CIN | 52 | L 0-4 | 28-24 | 2 | 17,899 | Orel Hershiser | Pete Harnisch | Pete Harnisch | Orel Hershiser | | 255 | 253 | 2 |
| 1999-06-02 | vs CIN | 53 | L 7-8 | 28-25 | 2 | 15,837 | Jason Isringhausen | Steve Avery | Scott Williamson | John Franco | Scott Sullivan | 262 | 261 | 1 |
| 1999-06-04 | @ NYA | 54 | L 3-4 | 28-26 | 2 | 56,175 | Rick Reed | David Cone | Jason Grimsley | Rick Reed | Mariano Rivera | 265 | 265 | 0 |
| 1999-06-05 | @ NYA | 55 | L 3-6 | 28-27 | 2 | 55,935 | Masato Yoshii | Orlando Hernandez | Orlando Hernandez | Masato Yoshii | Mariano Rivera | 268 | 271 | -3 |
| 1999-06-06 | @ NYA | 56 | W 7-2 | 29-27 | 2 | 56,294 | Al Leiter | Roger Clemens | Al Leiter | Roger Clemens | | 275 | 273 | 2 |
| 1999-06-07 | vs TOR | 57 | W 8-2 | 30-27 | 2 | 21,457 | Orel Hershiser | Roy Halladay | Orel Hershiser | Roy Halladay | | 283 | 275 | 8 |
| 1999-06-08 | vs TOR | 58 | W 11-3 | 30-28 | 2 | 18,984 | Jason Isringhausen | Pat Hentgen | Jason Isringhausen | Pat Hentgen | | 294 | 278 | 16 |
| 1999-06-09 | vs TOR | 59 | W 4-3 | 31-28 | 2 | 18,254 | Rick Reed | David Wells | Pat Mahomes | Tom Davey | | 298 | 281 | 17 |
| 1999-06-11 | vs BOS | 60 | L 2-3 | 31-29 | 2 | 36,700 | Masato Yoshii | Brian Rose | Jim Corsi | John Franco | John Wasdin | 300 | 284 | 16 |
| 1999-06-12 | vs BOS | 61 | W 4-2 | 32-29 | 2 | 43,819 | Al Leiter | Pat Rapp | Al Leiter | Pat Rapp | John Franco | 304 | 286 | 18 |
| 1999-06-13 | vs BOS | 62 | W 5-4 | 33-29 | 2 | 46,473 | Orel Hershiser | Mark Portugal | Orel Hershiser | Mark Portugal | Turk Wendell | 309 | 290 | 19 |
| 1999-06-14 | @ CIN | 63 | L 4-8 | 33-30 | 2 | 19,270 | Jason Isringhausen | Ron Villone | Scott Williamson | Greg McMichael | | 313 | 298 | 15 |
| 1999-06-15 | @ CIN | 64 | W 11-3 | 33-31 | 2 | 18,248 | Rick Reed | Brett Tomko | Rick Reed | Brett Tomko | | 324 | 301 | 23 |
| 1999-06-16 | @ CIN | 65 | W 5-2 | 34-31 | 2 | 25,531 | Masato Yoshii | Steve Parris | Masato Yoshii | Steve Parris | John Franco | 329 | 303 | 26 |
| 1999-06-17 | @ SLN | 66 | W 4-3 | 35-31 | 2 | 37,601 | Al Leiter | Kent Mercker | Al Leiter | Kent Mercker | Dennis Cook | 333 | 306 | 27 |
| 1999-06-18 | @ SLN | 67 | W 6-2 | 36-31 | 2 | 47,191 | Orel Hershiser | Juan Acevedo | Orel Hershiser | Juan Acevedo | Armando Benitez | 339 | 308 | 31 |
| 1999-06-19 | @ SLN | 68 | L 6-7 | 36-32 | 2 | 47,638 | Jason Isringhausen | Darren Oliver | Manny Aybar | Jason Isringhausen | Ricky Bottalico | 345 | 315 | 30 |
| 1999-06-20 | @ SLN | 69 | W 9-6 | 37-32 | 2 | 44,705 | Rick Reed | Jose Jimenez | Rick Reed | Rich Croushore | John Franco | 354 | 321 | 33 |
| 1999-06-22 | vs FLO | 70 | W 8-2 | 38-32 | 2 | 30,713 | Masato Yoshii | Dennis Springer | Greg McMichael | Dennis Springer | Armando Benitez | 362 | 323 | 39 |
| 1999-06-23 | vs FLO | 71 | W 6-3 | 39-32 | 1 | 25,116 | Al Leiter | Brian Meadows | Al Leiter | Brian Meadows | John Franco | 368 | 326 | 42 |
| 1999-06-24 | vs FLO | 72 | W 3-2 | 40-32 | 1 | 29,567 | Orel Hershiser | Livan Hernandez | Dennis Cook | Livan Hernandez | John Franco | 371 | 328 | 43 |
| 1999-06-25 | @ ATL | 73 | W 10-2 | 40-33 | 2 | 48,292 | Rick Reed | Odalis Perez | Rick Reed | Odalis Perez | | 381 | 330 | 51 |
| 1999-06-26 | @ ATL | 74 | L 2-7 | 40-34 | 2 | 48,293 | Octavio Dotel | Tom Glavine | Tom Glavine | Octavio Dotel | | 383 | 337 | 46 |
| 1999-06-27 | @ ATL | 75 | L 0-1 | 40-35 | 3 | 46,092 | Masato Yoshii | Greg Maddux | Greg Maddux | Masato Yoshii | John Rocker | 383 | 338 | 45 |
| 1999-06-28 | @ FLO | 76 | W 10-4 | 40-36 | 3 | 12,444 | Al Leiter | Brian Meadows | Al Leiter | Brian Meadows | | 393 | 342 | 51 |
| 1999-06-29 | @ FLO | 77 | W 5-1 | 41-36 | 2 | 11,256 | Orel Hershiser | Livan Hernandez | Orel Hershiser | Livan Hernandez | | 398 | 343 | 55 |
| 1999-06-30 | @ FLO | 78 | L 3-4 | 41-37 | 2 | 16,660 | Rick Reed | Alex Fernandez | Antonio Alfonseca | Armando Benitez | | 401 | 347 | 54 |
| 1999-07-01 | @ FLO | 79 | W 12-8 | 41-38 | 3 | 10,884 | Octavio Dotel | Ryan Dempster | Octavio Dotel | Ryan Dempster | | 413 | 355 | 58 |
| 1999-07-02 | vs ATL | 80 | L 0-16 | 41-39 | 3 | 51,979 | Masato Yoshii | Greg Maddux | Greg Maddux | Masato Yoshii | | 413 | 371 | 42 |
| 1999-07-03 | vs ATL | 81 | L 0-3 | 41-40 | 3 | 43,256 | Al Leiter | Kevin Millwood | Kevin Millwood | Al Leiter | John Rocker | 413 | 374 | 39 |
| 1999-07-04 | vs ATL | 82 | W 7-6 | 42-40 | 3 | 32,699 | Orel Hershiser | John Smoltz | Dennis Cook | John Smoltz | Armando Benitez | 420 | 380 | 40 |
| 1999-07-05 | vs MON | 83 | W 2-1 | 43-40 | 3 | 22,699 | Rick Reed | Dustin Hermanson | Turk Wendell | Guillermo Mota | Armando Benitez | 422 | 381 | 41 |
| 1999-07-06 | vs MON | 84 | W 10-0 | 44-40 | 3 | 30,053 | Orel Hershiser | Carl Pavano | Orel Hershiser | Carl Pavano | Jason Isringhausen | 432 | 381 | 51 |
| 1999-07-07 | vs MON | 85 | L 1-3 | 44-41 | 3 | 26,457 | Octavio Dotel | Dan Smith | Steve Kline | Turk Wendell | Ugueth Urbina | 433 | 384 | 49 |
| 1999-07-08 | vs MON | 86 | L 3-4 | 44-42 | 3 | 29,730 | Masato Yoshii | Mike Thurman | Bobby Ayala | Dennis Cook | Ugueth Urbina | 436 | 388 | 48 |
| 1999-07-09 | vs NYA | 87 | W 5-2 | 45-42 | 3 | 53,820 | Al Leiter | Roger Clemens | Al Leiter | Roger Clemens | Armando Benitez | 441 | 390 | 51 |
| 1999-07-10 | vs NYA | 88 | W 9-8 | 46-42 | 3 | 53,792 | Rick Reed | Andy Pettitte | Pat Mahomes | Mariano Rivera | | 450 | 398 | 52 |
| 1999-07-11 | vs NYA | 89 | L 3-6 | 46-43 | 3 | 53,869 | Orel Hershiser | Hideki Irabu | Hideki Irabu | Orel Hershiser | Mariano Rivera | 453 | 404 | 49 |
| 1999-07-15 | @ TBA | 90 | W 8-7 | 47-43 | 3 | 20,905 | Al Leiter | Rolando Arrojo | Armando Benitez | Norm Charlton | | 461 | 411 | 50 |
| 1999-07-16 | @ TBA | 91 | W 9-7 | 48-43 | 3 | 22,858 | Rick Reed | Bobby Witt | Rick Reed | Dave Eiland | Dennis Cook | 470 | 418 | 52 |
| 1999-07-17 | @ TBA | 92 | L 2-3 | 48-44 | 3 | 40,186 | Orel Hershiser | Wilson Alvarez | Wilson Alvarez | Orel Hershiser | Roberto Hernandez | 472 | 421 | 51 |
| 1999-07-18 | @ BAL | 93 | W 8-6 | 49-44 | 3 | 47,480 | Masato Yoshii | Juan Guzman | Masato Yoshii | Juan Guzman | Armando Benitez | 480 | 427 | 53 |
| 1999-07-19 | @ BAL | 94 | W 4-1 | 50-44 | 3 | 42,615 | Octavio Dotel | Jason Johnson | Octavio Dotel | Jason Johnson | Armando Benitez | 484 | 428 | 56 |
| 1999-07-20 | @ BAL | 95 | L 1-4 | 50-45 | 3 | 45,450 | Al Leiter | Sidney Ponson | Sidney Ponson | Al Leiter | | 485 | 432 | 53 |
| 1999-07-21 | @ MON | 96 | W 7-3 | 51-45 | 3 | 8,676 | Rick Reed | Dan Smith | Rick Reed | Dan Smith | | 492 | 435 | 57 |
| 1999-07-22 | @ MON | 97 | W 7-4 | 52-45 | 3 | 8,044 | Orel Hershiser | Dustin Hermanson | Orel Hershiser | Dustin Hermanson | | 499 | 439 | 60 |
| 1999-07-23 | vs CHN | 98 | W 5-4 | 53-45 | 3 | 52,135 | Masato Yoshii | Kevin Tapani | Dennis Cook | Kevin Tapani | Armando Benitez | 504 | 443 | 61 |
| 1999-07-24 | vs CHN | 99 | W 2-1 | 54-45 | 2 | 47,995 | Octavio Dotel | Steve Trachsel | Octavio Dotel | Steve Trachsel | Armando Benitez | 506 | 444 | 62 |
| 1999-07-25 | vs CHN | 100 | W 5-1 | 55-45 | 1 | 47,679 | Al Leiter | Dan Serafini | Al Leiter | Dan Serafini | | 511 | 445 | 66 |
| 1999-07-26 | vs PIT | 101 | W 7-5 | 56-45 | 1 | 32,010 | Rick Reed | Francisco Cordova | Rick Reed | Francisco Cordova | Turk Wendell | 518 | 450 | 68 |
| 1999-07-27 | vs PIT | 102 | L 1-5 | 56-46 | 1 | 36,337 | Orel Hershiser | Kris Benson | Kris Benson | Orel Hershiser | | 519 | 455 | 64 |
| 1999-07-28 | vs PIT | 103 | W 9-2 | 57-46 | 1 | 42,920 | Kenny Rogers | Todd Ritchie | Dennis Cook | Marc Wilkins | | 528 | 457 | 71 |
| 1999-07-30 | @ CHN | 104 | W 10-9 | 57-47 | 2 | 38,594 | Masato Yoshii | Steve Trachsel | Pat Mahomes | Kyle Farnsworth | Armando Benitez | 538 | 466 | 72 |
| 1999-07-31 | @ CHN | 105 | L 10-17 | 57-48 | 2 | 39,431 | Octavio Dotel | Jon Lieber | Dan Serafini | Jason Isringhausen | | 548 | 483 | 65 |
| 1999-08-01 | @ CHN | 106 | W 5-4 | 58-48 | 2 | 39,222 | Al Leiter | Kyle Farnsworth | Pat Mahomes | Scott Sanders | | 553 | 487 | 66 |
| 1999-08-02 | @ MIL | 107 | W 7-2 | 59-48 | 2 | 19,626 | Rick Reed | Hideo Nomo | Rick Reed | Hideo Nomo | | 560 | 489 | 71 |
| 1999-08-03 | @ MIL | 108 | W 10-3 | 59-49 | 2 | 17,669 | Orel Hershiser | Bill Pulsipher | Orel Hershiser | Bill Pulsipher | | 570 | 492 | 78 |
| 1999-08-04 | @ MIL | 109 | W 9-5 | 60-49 | 2 | 20,762 | Kenny Rogers | Kyle Peterson | Kenny Rogers | Kyle Peterson | | 579 | 497 | 82 |
| 1999-08-06 | vs LAN | 110 | W 2-1 | 61-49 | 2 | 43,825 | Octavio Dotel | Chan Ho Park | Octavio Dotel | Chan Ho Park | Armando Benitez | 581 | 498 | 83 |
| 1999-08-07 | vs LAN | 111 | L 6-7 | 61-50 | 2 | 53,656 | Al Leiter | Jamie Arnold | Pedro Borbon | Billy Taylor | Jeff Shaw | 587 | 505 | 82 |
| 1999-08-08 | vs LAN | 112 | L 3-14 | 62-50 | 2 | 39,803 | Rick Reed | Darren Dreifort | Darren Dreifort | Rick Reed | | 590 | 519 | 71 |
| 1999-08-09 | vs LAN | 113 | L 2-9 | 62-51 | 2 | 36,345 | Orel Hershiser | Kevin Brown | Kevin Brown | Orel Hershiser | | 592 | 528 | 64 |
| 1999-08-10 | vs SDN | 114 | W 4-3 | 63-51 | 2 | 32,101 | Kenny Rogers | Andy Ashby | Turk Wendell | Andy Ashby | Armando Benitez | 596 | 531 | 65 |
| 1999-08-11 | vs SDN | 115 | W 12-5 | 63-52 | 2 | 34,232 | Octavio Dotel | Sterling Hitchcock | Pat Mahomes | Sterling Hitchcock | | 608 | 536 | 72 |
| 1999-08-12 | vs SDN | 116 | W 9-3 | 64-52 | 2 | 32,062 | Al Leiter | Woody Williams | Al Leiter | Woody Williams | | 617 | 539 | 78 |
| 1999-08-13 | @ SFN | 117 | L 2-3 | 64-53 | 2 | 25,533 | Masato Yoshii | Russ Ortiz | Russ Ortiz | Masato Yoshii | Robb Nen | 619 | 542 | 77 |
| 1999-08-14 | @ SFN | 118 | W 6-1 | 65-53 | 2 | 57,853 | Orel Hershiser | Kirk Rueter | Orel Hershiser | Kirk Rueter | | 625 | 543 | 82 |
| 1999-08-15 | @ SFN | 119 | W 12-5 | 65-54 | 2 | 41,530 | Kenny Rogers | Livan Hernandez | Kenny Rogers | Livan Hernandez | | 637 | 548 | 89 |
| 1999-08-16 | @ SDN | 120 | W 4-3 | 66-54 | 2 | 21,974 | Octavio Dotel | Sterling Hitchcock | Dennis Cook | Will Cunnane | Armando Benitez | 641 | 551 | 90 |
| 1999-08-17 | @ SDN | 121 | L 2-3 | 66-55 | 2 | 22,790 | Al Leiter | Woody Williams | Woody Williams | Al Leiter | Trevor Hoffman | 643 | 554 | 89 |
| 1999-08-18 | @ SDN | 122 | W 9-1 | 67-55 | 2 | 24,519 | Masato Yoshii | Stan Spencer | Masato Yoshii | Stan Spencer | | 652 | 555 | 97 |
| 1999-08-21 | vs SLN | 123 | W 7-4 | 68-55 | 1 | 45,491 | Kenny Rogers | Kent Mercker | Pat Mahomes | Kent Mercker | Armando Benitez | 659 | 559 | 100 |
| 1999-08-22 | vs SLN | 124 | W 8-7 | 69-56 | 2 | 0 | Octavio Dotel | Darren Oliver | Armando Benitez | Ricky Bottalico | | 667 | 566 | 101 |
| 1999-08-22 | vs SLN | 125 | L 5-7 | 69-56 | 2 | 50,139 | Orel Hershiser | Garrett Stephenson | Garrett Stephenson | Orel Hershiser | Juan Acevedo | 672 | 573 | 99 |
| 1999-08-23 | vs HOU | 126 | W 3-2 | 70-56 | 1 | 39,292 | Al Leiter | Scott Elarton | Armando Benitez | Jay Powell | | 675 | 575 | 100 |
| 1999-08-24 | vs HOU | 127 | L 1-5 | 70-57 | 1 | 35,673 | Masato Yoshii | Mike Hampton | Billy Wagner | Dennis Cook | | 676 | 580 | 96 |
| 1999-08-25 | vs HOU | 128 | W 4-0 | 71-57 | 1 | 44,640 | Kenny Rogers | Shane Reynolds | Kenny Rogers | Shane Reynolds | Dennis Cook | 680 | 580 | 100 |
| 1999-08-27 | @ ARI | 129 | W 6-3 | 72-57 | 1 | 42,581 | Octavio Dotel | Omar Daal | Octavio Dotel | Omar Daal | Armando Benitez | 686 | 583 | 103 |
| 1999-08-28 | @ ARI | 130 | L 3-5 | 72-58 | 2 | 47,076 | Orel Hershiser | Armando Reynoso | Armando Reynoso | Dennis Cook | Matt Mantei | 689 | 588 | 101 |
| 1999-08-29 | @ ARI | 131 | L 4-8 | 72-59 | 2 | 38,596 | Al Leiter | Andy Benes | Brian Anderson | Al Leiter | Gregg Olson | 693 | 596 | 97 |
| 1999-08-30 | @ HOU | 132 | W 17-1 | 73-59 | 2 | 28,032 | Masato Yoshii | Shane Reynolds | Masato Yoshii | Shane Reynolds | | 710 | 597 | 113 |
| 1999-08-31 | @ HOU | 133 | L 2-6 | 73-60 | 2 | 24,982 | Kenny Rogers | Jose Lima | Jose Lima | Turk Wendell | | 712 | 603 | 109 |
| 1999-09-01 | @ HOU | 134 | W 9-5 | 74-60 | 2 | 24,112 | Octavio Dotel | Chris Holt | Octavio Dotel | Chris Holt | | 721 | 608 | 113 |
| 1999-09-03 | vs COL | 135 | L 2-5 | 74-61 | 2 | 36,102 | Orel Hershiser | Jamey Wright | Curt Leskanic | Turk Wendell | Dave Veres | 723 | 613 | 110 |
| 1999-09-04 | vs COL | 136 | W 4-2 | 75-61 | 2 | 43,431 | Al Leiter | Brian Bohanon | Al Leiter | Brian Bohanon | Armando Benitez | 727 | 615 | 112 |
| 1999-09-05 | vs COL | 137 | W 6-2 | 76-61 | 2 | 49,117 | Masato Yoshii | Darryl Kile | Masato Yoshii | Darryl Kile | | 733 | 617 | 116 |
| 1999-09-06 | vs SFN | 138 | W 3-0 | 77-61 | 2 | 35,727 | Kenny Rogers | Livan Hernandez | Kenny Rogers | Mark Gardner | | 736 | 617 | 119 |
| 1999-09-07 | vs SFN | 139 | L 4-7 | 77-62 | 2 | 24,002 | Rick Reed | Joe Nathan | Rich Rodriguez | Turk Wendell | Robb Nen | 740 | 624 | 116 |
| 1999-09-08 | vs SFN | 140 | W 7-5 | 78-62 | 2 | 26,499 | Octavio Dotel | Shawn Estes | Octavio Dotel | Shawn Estes | Armando Benitez | 747 | 629 | 118 |
| 1999-09-09 | @ LAN | 141 | W 3-1 | 79-62 | 2 | 33,954 | Orel Hershiser | Kevin Brown | Orel Hershiser | Kevin Brown | Armando Benitez | 750 | 630 | 120 |
| 1999-09-10 | @ LAN | 142 | L 1-3 | 79-63 | 2 | 34,414 | Al Leiter | Darren Dreifort | Darren Dreifort | Al Leiter | Jeff Shaw | 751 | 633 | 118 |
| 1999-09-11 | @ LAN | 143 | W 6-2 | 80-63 | 2 | 47,747 | Masato Yoshii | Ismael Valdez | Masato Yoshii | Ismael Valdez | | 757 | 635 | 122 |
| 1999-09-12 | @ LAN | 144 | W 10-3 | 80-64 | 2 | 34,685 | Kenny Rogers | Eric Gagne | Kenny Rogers | Eric Gagne | | 767 | 638 | 129 |
| 1999-09-13 | @ COL | 145 | W 6-5 | 81-64 | 2 | 40,547 | Rick Reed | John Thomson | Turk Wendell | Dave Veres | Armando Benitez | 773 | 643 | 130 |
| 1999-09-14 | @ COL | 146 | L 2-7 | 81-65 | 2 | 41,090 | Octavio Dotel | Jamey Wright | Jamey Wright | Octavio Dotel | | 775 | 650 | 125 |
| 1999-09-15 | @ COL | 147 | W 10-5 | 81-66 | 2 | 41,820 | Orel Hershiser | Brian Bohanon | Turk Wendell | Jerry DiPoto | Armando Benitez | 785 | 655 | 130 |
| 1999-09-17 | vs PHI | 148 | L 5-8 | 81-67 | 2 | 31,842 | Al Leiter | Randy Wolf | Randy Wolf | Al Leiter | Billy Brewer | 790 | 663 | 127 |
| 1999-09-18 | vs PHI | 149 | W 11-1 | 82-67 | 2 | 37,655 | Masato Yoshii | Mike Grace | Masato Yoshii | Mike Grace | | 801 | 664 | 137 |
| 1999-09-19 | vs PHI | 150 | W 8-6 | 83-67 | 2 | 51,560 | Kenny Rogers | Paul Byrd | Octavio Dotel | Paul Byrd | Armando Benitez | 809 | 670 | 139 |
| 1999-09-21 | @ ATL | 151 | L 1-2 | 83-68 | 2 | 43,948 | Rick Reed | John Smoltz | Mike Remlinger | Dennis Cook | John Rocker | 810 | 672 | 138 |
| 1999-09-22 | @ ATL | 152 | L 2-5 | 83-69 | 2 | 47,520 | Orel Hershiser | Tom Glavine | Tom Glavine | Orel Hershiser | John Rocker | 812 | 677 | 135 |
| 1999-09-23 | @ ATL | 153 | L 3-6 | 83-70 | 2 | 49,228 | Al Leiter | Greg Maddux | Greg Maddux | Al Leiter | John Rocker | 815 | 683 | 132 |
| 1999-09-24 | @ PHI | 154 | L 2-3 | 83-71 | 2 | 21,649 | Masato Yoshii | Joe Grahe | Joe Grahe | Armando Benitez | Scott Aldred | 817 | 686 | 131 |
| 1999-09-25 | @ PHI | 155 | L 2-4 | 83-72 | 2 | 23,319 | Kenny Rogers | Robert Person | Robert Person | Kenny Rogers | Wayne Gomes | 819 | 690 | 129 |
| 1999-09-26 | @ PHI | 156 | L 2-3 | 83-73 | 2 | 26,370 | Rick Reed | Paul Byrd | Paul Byrd | Rick Reed | Steve Montgomery | 821 | 693 | 128 |
| 1999-09-28 | vs ATL | 157 | L 3-9 | 83-74 | 2 | 43,888 | Orel Hershiser | Tom Glavine | Tom Glavine | Orel Hershiser | | 824 | 702 | 122 |
| 1999-09-29 | vs ATL | 158 | W 9-2 | 84-74 | 2 | 43,922 | Al Leiter | Greg Maddux | Al Leiter | Greg Maddux | | 833 | 704 | 129 |
| 1999-09-30 | vs ATL | 159 | L 3-4 | 84-75 | 2 | 48,364 | Masato Yoshii | Kevin Millwood | Terry Mulholland | Octavio Dotel | | 836 | 708 | 128 |
| 1999-10-01 | vs PIT | 160 | W 3-2 | 85-75 | 2 | 29,528 | Kenny Rogers | Jason Schmidt | Pat Mahomes | Scott Sauerbeck | | 839 | 710 | 129 |
| 1999-10-02 | vs PIT | 161 | W 7-0 | 86-75 | 2 | 36,878 | Rick Reed | Francisco Cordova | Rick Reed | Francisco Cordova | | 846 | 710 | 136 |
| 1999-10-03 | vs PIT | 162 | W 2-1 | 87-75 | 2 | 50,111 | Orel Hershiser | Kris Benson | Armando Benitez | Greg Hansell | | 848 | 711 | 137 |
| 1999-10-04 | @ CIN | 163 | W 5-0 | 88-75 | 2 | 54,621 | Al Leiter | Steve Parris | Al Leiter | Steve Parris | | 853 | 711 | 142 |