|| May 10 || Twins || 15–5 || Wojciechowski (4–0) || Rodriguez || — || 8,278 || 17–17 |- bgcolor="ccffcc" | 35 || May 11 || Twins || 12–5 || Prieto (2–3) || Radke || — || 15,791 || 18–17 |- bgcolor="ccffcc" | 36 || May 12 || Twins || 8–3 || Wengert (1–1) || Parra || — || 13,430 || 19–17 |- bgcolor="ffbbbb" | 37 || May 13 || Orioles || 3–4 || Krivda || Johns (3–4) || Myers || 8,204 || 19–18 |- bgcolor="ffbbbb" | 38 || May 14 || Orioles || 1–9 || Mussina || Reyes (3–6) || — || 8,466 || 19–19 |- bgcolor="ffbbbb" | 39 || May 17 || @ Red Sox || 3–5 (11) || Stanton || Van Poppel (0–4) || — || 28,690 || 19–20 |- bgcolor="ccffcc" | 40 || May 18 || @ Red Sox || 6–5 (10) || Groom (2–0) || Garces || Taylor (3) || 31,663 || 20–20 |- bgcolor="ffbbbb" | 41 || May 19 || @ Red Sox || 2–12 || Sele || Wengert (1–2) || — || 32,601 || 20–21 |- bgcolor="ffbbbb" | 42 || May 20 || @ Red Sox || 4–16 || Gordon || Johns (3–5) || — || 20,890 || 20–22 |- bgcolor="ffbbbb" | 43 || May 21 || @ Yankees || 3–7 || Gooden || Reyes (3–7) || — || 15,614 || 20–23 |- bgcolor="ccffcc" | 44 || May 22 || @ Yankees || 5–1 || Wojciechowski (5–0) || Pettitte || Mohler (4) || 18,544 || 21–23 |- bgcolor="ffbbbb" | 45 || May 23 || @ Yankees || 3–4 || Rogers || Taylor (1–1) || Wetteland || 19,315 || 21–24 |- bgcolor="ffbbbb" | 46 || May 24 || @ Orioles || 4–5 (10) || McDowell || Reyes (3–8) || — || 45,024 || 21–25 |- bgcolor="ccffcc" | 47 || May 25 || @ Orioles || 6–3 || Johns (4–5) || Wells || Groom (2) || 47,353 || 22–25 |- bgcolor="ffbbbb" | 48 || May 26 || @ Orioles || 1–6 || Mercker || Chouinard (0–1) || McDowell || 47,401 || 22–26 |- bgcolor="ffbbbb" | 49 || May 27 || Red Sox || 3–10 || Wakefield || Wojciechowski (5–1) || — || 21,688 || 22–27 |- bgcolor="ccffcc" | 50 || May 28 || Red Sox || 6–2 || Wasdin (1–0) || Clemens || — || 9,338 || 23–27 |- bgcolor="ccffcc" | 51 || May 29