2008–09 York City F.C. season FA Trophy FA Trophy

| Round | Date_ | Opponents | Venue | Result_ | Score_F_A | Attendance |
|---|---|---|---|---|---|---|
| 1 | 16 December 2008 | Northwich Victoria | A | W | 2–0 | 393 |
| 2 | 13 January 2009 | Oxford United | A | W | 2–1 | 1958 |
| 3 | 31 January 2009 | Kidderminster Harriers | A | D | 1–1 | 1153 |
| 3r | 11 February 2009 | Kidderminster Harriers | H | D | 1–1 [A ] | 683 |
| 4 | 21 February 2009 | Havant & Waterlooville | H | W | 2–0 | 1679 |
| SF1 | 14 March 2009 | AFC Telford United | A | W | 2–0 | 2792 |
| SF2 | 21 March 2009 | AFC Telford United | H | W | 2–1 | 3512 |
| F | 9 May 2009 | Stevenage Borough | Wembley Stadium | L | 0–2 | 27102 |