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Details of Chelsea's 1914-15 FA Cup campaign.
| Date | Rnd | Team | At | Score | Att | Scorers |
| Sat, 09 Jan, 15 | 1st | Swindon Town | (h) | 1-1 | 28,000 | Thompson |
| Sat, 16 Jan, 15 | 1st | Swindon Town | (h) | 5-2 | 18,610 | Ford, Thompson 3, McNeil |
| Sat, 30 Jan, 15 | 2nd | Woolwich Arsenal | (h) | 1-0 | 40,372 | Halse |
| Sat, 20 feb, 15 | 3rd | Manchester City | (a) | 1-0 | 39,000 | Thompson |
| Sat, 06 Mar, 15 | 4th | Newcastle United | (h) | 1-1 | 58,760 | Thompson |
| Sat, 13 Mar, 15 | 4th | Newcastle United | (a) | 1-0 | 49,827 | Ford |
| Sat, 27 Mar, 15 | SF | Everton | * | 2-0 | 22,000 | Halse, Croal |
| Sat, 24 Apr, 15 | F | Sheffield United | ** | 0-3 | 49,557 |
* Villa Park
** Old Trafford