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Details of Chelsea's 1926-27 FA Cup campaign.
| Date | Rnd | Team | At | Score | Att | Scorers |
| Sat, 08 Jan, 27 | 3rd | Luton Town | (h) | 4-0 | 41,441 | Thain 2, Turnbull 2 |
| Sat, 29 Jan 27 | 4th | Accrington Stanley | (h) | 7-2 | 30,142 | Thain 2, Turnbull 3, Wilson 2 |
| Sat, 19 Feb, 27 | 5th | Burnley | (h) | 2-1 | 63,238 | Wilding, Thain |
| Sat, 05 Mar, 27 | 6th | Cardiff City | (h) | 0-0 | 70,184 | |
| Wed, 09 Mar, 27 | 6th | Cardiff City | (a) | 2-3 | 47,353 | Priestley, Turnbull |