| U18 Citizen Cup | ||||||||
| Fixture No. | Date | Round | Home Club | Score | Score | Away Club | Match No. | |
| 4217 | 05-Oct-08 | R1 | Bromham Youth | 0 | vs | 6 | Central Milton Keynes | 1 |
| 4218 | 05-Oct-08 | R1 | Turvey Casuals | 3 | vs | 6 | Waterhall Stars | 2 |
| 4219 | 19-Oct-08 | R1 | Brickhill Wanderers | 1 | vs | 0 | Roade | 3 |
| 4220 | 19-Oct-08 | R1 | United MK | 7 | vs | 2 | Houghton Conquest Owls | 4 |
| 4221 | 05-Oct-08 | R1 | Milton Keynes City | 4 | vs | 1 | Winslow United | 5 |
| 4222 | 16-Nov-08 | R2 | United MK | 5 | vs | 2 | Milton Keynes City | 6 |
| 4223 | 16-Nov-08 | R2 | Stony Stratford Town | 3 | vs | 7 | Newport Pagnell Youth | 7 |
| 4224 | 16-Nov-08 | R2 | Central Milton Keynes | 5 | vs | 1 | Woodside | 8 |
| 4225 | 16-Nov-08 | R2 | Brickhill Wanderers | 0 | vs | 1 | Waterhall Stars | 9 |
| 4226 | 01-Mar-09 | SF | Waterhall Stars | vs | United MK | 10 | ||
| 4227 | 01-Mar-09 | SF | Newport Pagnell Youth | vs | Central Milton Keynes | 11 | ||
| 4228 | Final | Winner Match 10 | vs | Winner Match 11 | 12 | |||