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Details of Chelsea's 1995-96 FA Cup campaign.
| Date | Rnd | Team | At | Score | Att | Scorers |
| Sat, 07 Jan 96 | 3rd | Newcastle United | (h) | 1-1 | 25,151 | Hughes |
| Wed, 17 Jan 96 | 3rd | Newcastle United | (a) | 2-2* | 36,535 | Guillit, Wise |
| Mon, 29 Jan 96 | 4th | Queens Park Rangers | (a) | 2-1 | 18,542 | Peacock, Furlong |
| Wed, 21 Feb 96 | 5th | Grimsby Town | (a) | 0-0 | 9,448 | |
| Wed, 28 Feb 96 | 5th | Grimsby Town | (h) | 4-1 | 28,545 | Duberry, Spemcer, Peacock, Hughes |
| Sat, 09 Mar 96 | 6th | Wimbledon | (h) | 2-2 | 30,805 | Guillit, Hughes |
| Wed, 20 Mar 96 | 6th | Wimbledon | (a) | 3-1 | 21,380 | Duberry, Petrescu, Hughes |
| Sun, 31 Mar 96 | SF | Manchester United | ** | 1-2 | 38,421 | Guillit |
* Won on Penalties
** Villa Park