2008 Pittsburgh Pirates season Game log May

| Date_ | Opponent | Score | Loss | Record |
|---|---|---|---|---|
| May 12 | Braves | 8–1 | Van Benschoten (0–1) | 18–20 |
| May 13 | @ Cardinals | 8 – 4 (10) | Villone (1–1) | 19–20 |
| May 14 | @ Cardinals | 5–1 | Maholm (2–4) | 19–21 |
| May 15 | @ Cardinals | 11–5 | Isringhausen (1–5) | 20–21 |
| May 16 | @ Cubs | 7–4 | Gorzelanny (3–4) | 20–22 |
| May 17 | @ Cubs | 7–6 | Mármol (1–1) | 21–22 |
| May 18 | @ Cubs | 4–3 | Dumatrait (1–2) | 21–23 |
| May 20 | Brewers | 7–2 | Maholm (2–5) | 21–24 |
| May 21 | Brewers | 4–1 | Snell (2–3) | 21–25 |
| May 22 | Brewers | 8–4 | Bush (1–5) | 22–25 |
| May 23 | Cubs | 12–3 | Duke (2–3) | 22–26 |
| May 24 | Cubs | 5 – 4 (14) | Wuertz (0–1) | 23–26 |
| May 25 | Cubs | 6 – 5 (11) | Lieber (2–3) | 24–26 |