2008–09 F.C. Internazionale Milano season Matches Matches

| Date_ | Time_ | Round | Opponent | Ground | Score |
|---|---|---|---|---|---|
| 9 December 2008 | 20:45 CET | Group Stage | Werder Bremen | Away | 1–2 |
| 14 December 2008 | 15:00 CET | 16 | Chievo | Home | 4–2 |
| 20 December 2008 | 20:30 CET | 17 | Siena | Away | 2–1 |
| 10 January 2009 | 20:30 CET | 18 | Cagliari | Home | 1–1 |
| 13 January 2009 | 21:00 CET | Last 16 | Genoa | Home | 3–1 (a.e.t.) |
| 18 January 2009 | 15:00 CET | 19 | Atalanta | Away | 1–3 |
| 21 January 2009 | 21:00 CET | Quarterfinal | Roma | Home | 2–1 |
| 25 January 2009 | 20:30 CET | 20 | Sampdoria | Home | 1–0 |
| 28 January 2009 | 20:30 CET | 21 | Catania | Away | 2–0 |
| 1 February 2009 | 15:15 CET | 22 | Torino | Home | 1–1 |
| 7 February 2009 | 18:00 CET | 23 | Lecce | Away | 3–0 |