style="text-align:center; style="background-color:#ffbbbb;" | 38 || May 14 || @ Red Sox || 2–6 || Burkett (4–0) || Hudson (3–5) || — || 31,404 || 18–20 || L2 |- style="text-align:center; style="background-color:#ffbbbb;" | 39 || May 15 || @ Red Sox || 2–8 || Lowe (6–1) || Hiljus (3–3) || — || 32,346 || 18–21 || L3 |- style="text-align:center; style="background-color:#bbffbb;" | 40 || May 16 || @ Red Sox || 5–0 || Zito (4–2) || Castillo (2–4) || — || 33,057 || 19–21 || W1 |- style="text-align:center; style="background-color:#ffbbbb;" | 41 || May 17 || @ Blue Jays || 1–7 || Halladay (4–1) || Mulder (2–3) || — || 14,061 || 19–22 || L1 |- style="text-align:center; style="background-color:#ffbbbb;" | 42 || May 18 || @ Blue Jays || 3–6 || Miller (3–1) || Fyhrie (1–3) || Escobar (7) || 17,846 || 19–23 || L2 |- style="text-align:center; style="background-color:#ffbbbb;" | 43 || May 19 || @ Blue Jays || 0–11 || Loaiza (2–0) || Hudson (3–6) || — || 23,408 || 19–24 || L3 |- style="text-align:center; style="background-color:#ffbbbb;" | 44 || May 21 || Orioles || 4–6 (14) || Driskill (1–0) || Venafro (1–1) || Julio (9) || 10,245 || 19–25 || L4 |- style="text-align:center; style="background-color:#bbffbb;" | 45 || May 22 || Orioles || 7–6 || Fyhrie (2–3) || Maduro (2–4) || Koch (8) || 20,444 || 20–25 || W1 |- style="text-align:center; style="background-color:#ffbbbb;" | 46 || May 23 || Orioles || 3–11 || Ponson (3–3) || Mulder (2–4) || — || 11,737 || 20–26 || L1 |- style="text-align:center; style="background-color:#bbffbb;" | 47 || May 24 || Devil Rays || 9–8 || Mecir (2–1) || Zambrano (1–4) || Koch (9) || 25,458 || 21–26 || W1 |- style="text-align:center; style="background-color:#bbffbb;" | 48 || May 25 || Devil Rays || 6–0 || Harang (1–0) || Harper (1–2) || Bradford (1) || 31,697 || 22–26 || W2 |- style="text-align:center; style="background-color:#bbffbb;" | 49 || May 26 || Devil Rays || 7–0 || Zito (5–2) || Kennedy (1–2) || — || 15,943 || 23–26 || W3 |- style="text-align:center; style="background-color:#bbffbb;" | 50 || May 28 || @ Orioles || 5–2 || Mulder (3–4) || Maduro (2–5) || Koch (10) || 24,825 || 24–26 || W4 |- style="text-align:center; style="background-color:#ffbbbb;" | 51 || May 29 || @ Orioles || 5–10 || Bauer (2–2) || Fyhrie (2–4) || — || 24,913 || 24–27 || L1 |- style="text-align:center; style="background-color:#ffbbbb;" | 52 || May 30 || @ Devil Rays ||