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

| Date_ | Time_ | Round | Opponent | Ground | Score |
|---|---|---|---|---|---|
| 15 February 2009 | 20:30 CET | 24 | Milan | Home | 2–1 |
| 21 February 2009 | 16:00 CET | 25 | Bologna | Away | 2–1 |
| 24 February 2009 | 20:45 CET | Last 16 | Manchester United | Home | 0–0 |
| 1 March 2009 | 15:00 CET | 26 | Roma | Home | 3–3 |
| 4 March 2009 | 20:45 CET | Semifinal | Sampdoria | Away | 0-3 |
| 7 March 2009 | 15:00 CET | 27 | Genoa | Away | 2-0 |
| 11 March 2009 | 20:45 CET | Last 16 | Manchester United | Away | 0-2 |
| 15 March 2009 | 20:30 CET | 28 | Fiorentina | Home | 2-0 |
| 22 March 2009 | 15:00 CET | 29 | Reggina | Home | 3-0 |
| 5 April 2009 | 15:00 CET | 30 | Udinese | Away | 1-0 |
| 11 April 2009 | 15:00 CET | 31 | Palermo | Home | 2-2 |