2006 Chicago Cubs season Game log May

| Date_ | Opponent | Score | Loss | Attendance | Record |
|---|---|---|---|---|---|
| May 12 | Padres | 10–5 | Rusch (1–5) | 39245 | 15–20 |
| May 13 | Padres | 4–3 | Dempster (0–1) | 40095 | 15–21 |
| May 14 | Padres | 9–0 | Hill (0–3) | 39570 | 15–22 |
| May 16 | Nationals | 4–0 | Hernández (1–5) | 39298 | 16–22 |
| May 17 | Nationals | 5–0 | Day (2–4) | 39757 | 17–22 |
| May 18 | Nationals | 5–3 | Wood (0–1) | 40517 | 17–23 |
| May 19 | @ White Sox | 6–1 | Maddux (5–3) | 39301 | 17–24 |
| May 20 | @ White Sox | 7–0 | Hill (0–4) | 39387 | 17–25 |
| May 21 | @ White Sox | 7–4 | Cotts (0–2) | 38645 | 18–25 |
| May 22 | @ Marlins | 9–1 | Marshall (3–2) | 9462 | 18–26 |
| May 23 | @ Marlins | 5–4 | Dempster (0–2) | 10979 | 18–27 |
| May 24 | @ Marlins | 9–3 | Maddux (5–4) | 7720 | 18–28 |