2–1 (11) || Wood (1–0) || Cessa (0–1) || Alvarado (5) || 43,079 || 27–16 || W1 |-style="background:#fbb" | 44 || May 19 || @ Yankees || 5–13 || Ottavino (2–1) || Castillo (0–3) || Adams (1) || 43,032 || 27–17 || L1 |-style="background:#fbb" | 45 || May 21 || Dodgers || 3–7 || Kershaw (4–0) || Wood (1–1) || — || 15,682 || 27–18 || L2 |-style="background:#bfb" | 46 || May 22 || Dodgers || 8–1 || Pagán (1–0) || Floro (1–1) || — || 12,826 || 28–18 || W1 |-style="background:#bfb" | 47 || May 23 || @ Indians || 7–2 || Yarbrough (3–1) || Plutko (1–1) || — || 18,884 || 29–18 || W2 |-style="background:#fbb" | 48 || May 24 || @ Indians || 1–3 || Cole (2–1) || Alvarado (0–4) || Brad Hand (13) || 24,084 || 29–19 || L1 |-style="background:#bfb" | 49 || May 25 || @ Indians || 6–2 || Morton (5–0) || Carrasco (4–5) || — || 25,882 || 30–19 || W1 |-style="background:#bfb" | 50 || May 26 || @ Indians || 6–3 || Beeks (4–0) || Bauer (4–4) || Alvarado (6) || 20,288 || 31–19 || W2 |-style="background:#bfb" | 51 || May 27 || Blue Jays || 8–3 || Chirinos (5–2) || Sanchez (3–5) || — || 15,883 || 32–19 || W3 |-style="background:#bfb" | 52 || May 28 || Blue Jays || 3–1 || Yarbrough (4–1) || Richard (0–1) || Castillo (6) || 5,786 || 33–19 || W4 |-style="background:#bfb" | 53 || May 29 || Blue Jays || 4–3 (11) || Castillo (1–3) || Shafer (0–1) || — || 6,166 || 34–19 || W5 |-style="background:#bfb" | 54 || May 30 || Twins || 14–3 || Morton (6–0) || Pérez (7–2) || || 8,076 || 35–19 || W6 |-style="background:#fbb" | 55 || May 31 || Twins || 3–5 || Rogers (2–1) || Castillo (1–4) || — || 14,375 || 35–20 || L1 |- |-style="background:#fbb" | 56 || June 1 || Twins || 2–6 || Gibson (6–2) || Chirinos (6–2) || — || 14,381 || 35–21 || L2 |-style="background:#fbb" | 57 || June 2 || Twins || 7–9 || Odorizzi (8–2) || Yarbrough (4–2) || Rogers (5) || 14,616 || 35–22 || L3 |-style="background:#fbb" | 58 || June 4 || @ Tigers || 6–9 || Carpenter (1–2) || Snell (3–5) || Greene (19) || 15,420 || 35–23 || L4 |-style="background:#bfb" | 59 || June 5