19,538 || 14–17 |- style="background:#bfb" | 32 || May 7 || Diamondbacks || 4–1 || Curt Schilling (4–3) || Andy Benes (2–3) || Mark Leiter (3) || 13,838 || 15–17 |- style="background:#bfb" | 33 || May 8 || Diamondbacks || 6–4 || Tyler Green (3–2) || Gregg Olson (1–2) || Mark Leiter (4) || 13,259 || 16–17 |- style="background:#bbb" | – || May 9 || Diamondbacks || colspan=6 | Postponed (rain); Makeup: August 20 as a traditional double-header |- style="background:#bfb" | 34 || May 10 || Diamondbacks || 7–4 || Darrin Winston (1–0) || Jeff Suppan (0–4) || Mark Leiter (5) || 18,520 || 17–17 |- style="background:#bfb" | 35 || May 11 || @ Dodgers || 5–2 || Matt Beech (1–2) || Darren Dreifort (0–4) || Mark Leiter (6) || 25,992 || 18–17 |- style="background:#bfb" | 36 || May 12 || @ Dodgers || 5–3 || Curt Schilling (5–3) || Scott Radinsky (1–1) || Mark Leiter (7) || 32,382 || 19–17 |- style="background:#fbb" | 37 || May 13 || @ Dodgers || 4–9 || Chan Ho Park (4–1) || Tyler Green (3–3) || None || 28,604 || 19–18 |- style="background:#bfb" | 38 || May 14 || @ Dodgers || 4–0 || Mark Portugal (2–0) || Hideo Nomo (2–5) || None || 30,867 || 20–18 |- style="background:#fbb" | 39 || May 15 || @ Padres || 6–7 || Brian Boehringer (5–1) || Mike Grace (1–5) || Trevor Hoffman (12) || 25,157 || 20–19 |- style="background:#fbb" | 40 || May 16 || @ Padres || 2–3 || Carlos Reyes (2–1) || Mark Leiter (2–1) || None || 53,117 || 20–20 |- style="background:#fbb" | 41 || May 17 || @ Padres || 1–3 || Donne Wall (1–1) || Curt Schilling (5–4) || Trevor Hoffman (13) || 27,913 || 20–21 |- style="background:#fbb" | 42 || May 19 || Cardinals || 8–10 || John Frascatore (1–2) || Wayne Gomes (1–1) || Juan Acevedo (2) || 16,541 || 20–22 |- style="background:#fbb" | 43 || May 20 || Cardinals || 5–8 || Mike Busby (5–0) || Mark Portugal (2–1) || Jeff Brantley (7) || 21,347 || 20–23 |- style="background:#bfb" | 44 || May 21 || Cardinals || 4–3 || Mike Grace (2–5) || Todd Stottlemyre (5–4) || Mark Leiter (8) || 22,706 || 21–23 |- style="background:#bfb" | 45 || May 22 || @ Expos || 7–5 (10) || Wayne Gomes (2–1) || Anthony Telford (2–2) || Mark