1997–98 Chelsea F.C. season League Cup League Cup

| Date_ | Round | Opponent | Venue | Result_ | Attendance | Scorers |
|---|---|---|---|---|---|---|
| 28 January 1998 | SF | Arsenal | A | 1-2 | 38144 | Hughes |
| 18 February 1998 | SF | Arsenal | H | 3-1 | 34330 | Petrescu , Di Matteo, Hughes |
| 29 March 1998 | F | Middlesbrough | N | 2-0 | 77698 | Sinclair , Di Matteo |