| Saturday 2nd September 2000 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Peterlee Newtown | 4-4 | Fleetwood Freeport | |
| Tuesday 5th September 2000 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Fleetwood Freeport | 3-0 | Peterlee Newtown | |
| Saturday 9th September 2000 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Fleetwood Freeport | 2-1 | Washington Ikeda Hoover | |
| Saturday 16th September 2000 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Dunston Federation Brewery | 1-2 | Fleetwood Freeport | |
| Saturday 23rd September 2000 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Worsbrough Bridge Athletic | 1-3 | Fleetwood Freeport | |
| Saturday 30th September 2000 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Witton Albion | 1-1 | Fleetwood Freeport | |
| Tuesday 3rd October 2000 | F.A. Challenge Cup 2nd Qualifying Round Replay | ||
|---|---|---|---|
| Fleetwood Freeport | 1-2 | Witton Albion | |
| Saturday 21st October 2000 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Fleetwood Freeport | 2-0 | Cheadle Town | |
| Saturday 11th November 2000 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Warrington Town | 0-3 | Fleetwood Freeport | |
| Saturday 9th December 2000 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| Fleetwood Freeport | 2-3 | Clitheroe | |
| (After Extra Time, 2-2 after 90 mins) | |||
