2006 Boston Red Sox season Game log May

| Date_ | Opponent | Score | Loss | Attendance | Record |
|---|---|---|---|---|---|
| May 13 | Rangers | Postponed (rain) | Postponed (rain) | Postponed (rain) | 21–14 |
| May 14 | Rangers | Postponed (rain) | Postponed (rain) | Postponed (rain) | 21–14 |
| May 15 | @ Orioles | 11–1 | López (1–6) | 25607 | 22–14 |
| May 16 | @ Orioles | 6–5 | Williams (1–1) | 27565 | 23–14 |
| May 17 | @ Orioles | 4–3 | Wakefield (3–5) | 32089 | 23–15 |
| May 19 | @ Phillies | 5–3 | Lieber (3–5) | 44296 | 24–15 |
| May 20 | @ Phillies | 8–4 | Myers (2–2) | 44809 | 25–15 |
| May 21 | @ Phillies | 10–5 | DiNardo (1–2) | 44738 | 25–16 |
| May 22 | Yankees | 9–5 | Wang (4–2) | 36342 | 26–16 |
| May 23 | Yankees | 7–5 | Wakefield (3–6) | 36290 | 26–17 |
| May 24 | Yankees | 8–6 | Clement (4–4) | 36375 | 26–18 |
| May 25 | Devil Rays | 4–1 | Waechter (0–3) | 36209 | 27–18 |