Park || 36,823 || 44–38 || L1 |- style="text-align:center; background-color:#fbb" | 83 || Jun 29 || Yankees || 13–17 || Green (2–2) || Wright (0–1) || — || London Stadium || 59,659 || 44–39 || L2 |- style="text-align:center; background-color:#fbb" | 84 || Jun 30 || Yankees || 8–12 || Ottavino (3–2) || Walden (6–1) || — || London Stadium || 59,059 || 44–40 || L3 |- |colspan=11| |- |- style="text-align:center; background-color:#bfb" | 85 || Jul 2 || @ Blue Jays || 10–6 || Price (6–2) || Thornton (2–6) || — || Rogers Centre || 18,415 || 45–40 || W1 |- style="text-align:center; background-color:#fbb" | 86 || Jul 3 || @ Blue Jays || 3–6 || Waguespack (1–0) || Sale (3–8) || Giles (13) || Rogers Centre || 16,883 || 45–41 || L1 |- style="text-align:center; background-color:#bfb" | 87 || Jul 4 || @ Blue Jays || 8–7 || Workman (8–1) || Giles (1–2) || — || Rogers Centre || 22,217 || 46–41 || W1 |- style="text-align:center; background-color:#bfb" | 88 || Jul 5 || @ Tigers || 9–6 || Rodríguez (9–4) || Carpenter (1–5) || — || Comerica Park || 27,181 || 47–41 || W2 |- style="text-align:center; background-color:#bfb" | 89 || Jul 6 || @ Tigers || 10–6 || Porcello (6–7) || Zimmermann (0–6) || — || Comerica Park || 28,114 || 48–41 || W3 |- style="text-align:center; background-color:#bfb" | 90 || Jul 7 || @ Tigers || 6–3 || Price (7–2) || Soto (0–3) || Hembree (2) || Comerica Park || 23,187 || 49–41 || W4 |- style="text-align:center; background-color:#bfb" | 91 || Jul 12 || Dodgers || 8–1 || Rodríguez (10–4) || Maeda (7–6) || — || Fenway Park || 36,579 || 50–41 || W5 |- style="text-align:center; background-color:#fbb" | 92 || Jul 13 || Dodgers || 2–11 || Stripling (4–3) || Sale (3–9) || — || Fenway Park || 36,607 || 50–42 || L1 |- style="text-align:center; background-color:#fbb" | 93 || Jul 14 || Dodgers || 4–7 || Floro (4–2) || Velázquez (1–4) || Kelly (1) || Fenway Park || 36,700 || 50–43 || L2 |- style="text-align:center; background-color:#bfb" | 94 || Jul 15 || Blue Jays || 10–8 || Porcello (7–7) || Thornton (3–7) || Workman (4) || Fenway Park || 35,616 || 51–43 || W1 |- style="text-align:center; background-color:#fbb" | 95 || Jul 16 || Blue Jays || 4–10 || Shafer (1–1) || Cashner (9–4) || — || Fenway Park || 36,341 || 51–44