| Central | W | L | Pct | GB |
| Houston | 97 | 65 | .599 | -- |
| Cincinnati | 96 | 67 | .589 | 1.5 |
| Pittsburgh | 78 | 83 | .484 | 18.5 |
| St. Louis | 75 | 86 | .466 | 21.5 |
| Milwaukee | 74 | 87 | .460 | 22.5 |
| Chi Cubs | 67 | 95 | .414 | 30.0 |
| Pitcher | Game | Season | Result | Decision | IP | H | R | ER | HR | BB | SO | WP | BK | HB | TBF | Pitches | Str | Bal | Str% | Career G | Career W-L | Feat Description | |
| Scott Elarton | 1999-04-14 | 1999 | W 6-3 @ SFN | 2 | 0 | 0 | 0 | 0 | 1 | 5 | 0 | 0 | 0 | 7 | 35 | 22 | 13 | 63% | 31 | 3-1 | Struck out at least 2 batters per inning (1.2+ ip) | ||
| Shane Reynolds | 1999-04-16 | 1999 | L 5-3 vs SLN | L | 6 | 8 | 5 | 5 | 0 | 1 | 10 | 1 | 0 | 0 | 27 | 97 | 65 | 32 | 67% | 179 | 65-48 | 10 Strikeouts | |
| Mike Hampton | 1999-05-10 | 1999 | W 6-0 vs PIT | W | SHO | 9 | 5 | 0 | 0 | 0 | 0 | 7 | 0 | 0 | 1 | 30 | 118 | 81 | 37 | 69% | 181 | 52-40 | Complete game/Shutout |
| Jay Powell | 1999-05-19 | 1999 | L 5-2 @ LAN | 1 | 2 | 1 | 1 | 0 | 1 | 0 | 1 | 0 | 0 | 6 | 22 | 17 | 5 | 77% | 226 | 20-12 | Threw 77% strikes | ||
| Billy Wagner | 1999-05-25 | 1999 | W 2-1 vs COL | 2 | 0 | 0 | 0 | 0 | 0 | 5 | 0 | 0 | 0 | 6 | 0 | 0 | 0 | -- | 176 | 14-14 | Struck out at least 2 batters per inning (1.2+ ip) | ||
| Jose Lima | 1999-06-12 | 1999 | W 3-2 vs SDN | W | 8 | 6 | 2 | 2 | 0 | 3 | 10 | 1 | 0 | 1 | 34 | 132 | 81 | 51 | 61% | 155 | 36-32 | 10 Strikeouts | |
| Scott Elarton | 1999-06-15 | 1999 | L 4-3 vs ATL | L | 2 | 2 | 1 | 1 | 0 | 0 | 3 | 0 | 0 | 0 | 8 | 28 | 24 | 4 | 86% | 49 | 6-3 | Threw 86% strikes | |
| Shane Reynolds | 1999-06-18 | 1999 | W 5-0 vs MON | W | SHO | 9 | 6 | 0 | 0 | 0 | 1 | 6 | 1 | 0 | 0 | 34 | 112 | 79 | 33 | 71% | 191 | 72-53 | Complete game/Shutout |
| Brian Williams | 1999-06-21 | 1999 | L 5-3 @ SLN | 2 | 1 | 0 | 0 | 0 | 0 | 3 | 0 | 0 | 0 | 7 | 24 | 18 | 6 | 75% | 196 | 23-36 | Threw 75% strikes | ||
| Shane Reynolds | 1999-06-29 | 1999 | W 5-4 vs SLN | 7 | 6 | 4 | 4 | 1 | 1 | 10 | 0 | 0 | 0 | 28 | 98 | 69 | 29 | 70% | 193 | 73-53 | 10 Strikeouts | ||
| Brian Williams | 1999-06-30 | 1999 | W 11-3 vs SLN | 1 | 0 | 0 | 0 | 0 | 0 | 2 | 0 | 0 | 0 | 3 | 11 | 7 | 4 | 64% | 200 | 23-36 | 200th career game | ||
| Wade Miller | 1999-07-07 | 1999 | L 13-7 @ ARI | L | 3 | 8 | 7 | 7 | 3 | 1 | 3 | 0 | 0 | 0 | 18 | 64 | 41 | 23 | 64% | 1 | 0-1 | 1st career game | |
| Billy Wagner | 1999-07-08 | 1999 | L 8-7 @ ARI | 2 | 2 | 1 | 1 | 0 | 0 | 5 | 0 | 0 | 0 | 8 | 18 | 12 | 6 | 67% | 192 | 14-14 | Struck out at least 2 batters per inning (1.2+ ip) | ||
| Jose Cabrera | 1999-07-09 | 1999 | W 6-5 @ KCA | W | 1 | 0 | 0 | 0 | 0 | 0 | 1 | 0 | 0 | 0 | 3 | 12 | 8 | 4 | 67% | 21 | 1-0 | 1st career win | |
| Chris Holt | 1999-07-09 | 1999 | W 6-5 @ KCA | Sv | 0.2 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 1 | 1 | 1 | 0 | 100% | 53 | 9-22 | 1st career save | |
| Jose Lima | 1999-07-17 | 1999 | W 3-2 vs DET | 7 | 7 | 2 | 2 | 0 | 1 | 10 | 2 | 0 | 0 | 29 | 108 | 75 | 33 | 69% | 162 | 38-34 | 10 Strikeouts | ||
| Mike Hampton | 1999-07-18 | 1999 | W 2-0 vs CLE | W | SHO | 9 | 4 | 0 | 0 | 0 | 2 | 8 | 0 | 0 | 0 | 32 | 119 | 76 | 43 | 64% | 193 | 60-42 | Complete game/Shutout |
| Shane Reynolds | 1999-07-25 | 1999 | W 5-2 vs SDN | W | 7 | 5 | 1 | 1 | 0 | 0 | 6 | 0 | 0 | 0 | 27 | 101 | 71 | 30 | 70% | 198 | 75-54 | 1000th career strikeout | |
| Billy Wagner | 1999-07-27 | 1999 | W 6-3 @ COL | Sv | 1 | 1 | 0 | 0 | 0 | 0 | 1 | 0 | 0 | 0 | 4 | 12 | 9 | 3 | 75% | 200 | 15-14 | 200th career game | |
| Shane Reynolds | 1999-08-05 | 1999 | W 7-0 vs LAN | W | SHO | 9 | 5 | 0 | 0 | 0 | 0 | 6 | 0 | 0 | 0 | 31 | 123 | 82 | 41 | 67% | 200 | 77-54 | Complete game/Shutout, 200th career game |
| Shane Reynolds | 1999-08-15 | 1999 | L 2-0 vs PIT | L | CG | 9 | 5 | 2 | 2 | 2 | 0 | 14 | 0 | 0 | 0 | 31 | 100 | 74 | 26 | 74% | 202 | 77-56 | 14 Strikeouts |
| Mike Hampton | 1999-08-24 | 1999 | W 5-1 @ NYN | 8 | 5 | 1 | 1 | 1 | 3 | 5 | 0 | 0 | 0 | 30 | 126 | 75 | 51 | 60% | 200 | 64-42 | 200th career game | ||
| Shane Reynolds | 1999-09-04 | 1999 | W 5-2 @ MON | 7 | 4 | 0 | 0 | 0 | 0 | 3 | 0 | 0 | 0 | 23 | 71 | 55 | 16 | 77% | 206 | 77-58 | Threw 77% strikes | ||
| Scott Elarton | 1999-09-15 | 1999 | L 8-6 vs PHI | 6 | 5 | 3 | 3 | 1 | 5 | 10 | 0 | 0 | 1 | 29 | 112 | 71 | 41 | 63% | 68 | 10-5 | 10 Strikeouts | ||
| Billy Wagner | 1999-09-19 | 1999 | W 4-3 @ SLN | Sv | 1.2 | 0 | 0 | 0 | 0 | 2 | 4 | 0 | 0 | 0 | 7 | 38 | 24 | 14 | 63% | 220 | 17-14 | Struck out at least 2 batters per inning (1.2+ ip) | |
| Jose Lima | 1999-09-22 | 1999 | L 3-2 @ PIT | L | 7 | 5 | 3 | 3 | 0 | 2 | 10 | 0 | 0 | 0 | 28 | 116 | 70 | 46 | 60% | 175 | 45-39 | 10 Strikeouts | |
| Billy Wagner | 1999-09-29 | 1999 | W 4-1 vs CIN | Sv | 1 | 0 | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 0 | 3 | 19 | 10 | 9 | 53% | 223 | 17-14 | 100th career save | |