- 13 August 2025, Barnsley vs Fleetwood Town, 7-6, Lose
- 17 September 2024, Stoke City vs Fleetwood Town, 3-2, Lose
- 27 August 2024, Fleetwood Town vs Rotherham United, 2-1, Win
- 13 August 2024, Fleetwood Town vs West Bromwich Albion, 2-1, Win
- 08 August 2023, Port Vale vs Fleetwood Town, 3-2, Lose
Fleetwood Town
Home
- 12 August 2025, Chesterfield FC vs Mansfield Town, 0-2, Lose
- 13 August 2024, Derby County vs Chesterfield FC, 2-1, Lose
- 08 August 2017, Sheffield Wednesday vs Chesterfield FC, 4-1, Lose
- 09 August 2016, Rochdale vs Chesterfield FC, 3-1, Lose
- 11 August 2015, Carlisle United vs Chesterfield FC, 3-1, Lose
Chesterfield FC
Away
EFL Cup
Football - England
Form Guide
| Lose | 7-6 | Barnsley vs Fleetwood Town | |
| Lose | 3-2 | Stoke City vs Fleetwood Town | |
| Win | 2-1 | Fleetwood Town vs Rotherham United | |
| Win | 2-1 | Fleetwood Town vs West Bromwich Albion | |
| Lose | 3-2 | Port Vale vs Fleetwood Town |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 14:15
- GOALS / MATCH
- 2.8
- Fleetwood Town has two wins in its last five matches with a goal difference of 14:15, scoring 2.8 goals average
| Lose | 0-2 | Chesterfield FC vs Mansfield Town | |
| Lose | 2-1 | Derby County vs Chesterfield FC | |
| Lose | 4-1 | Sheffield Wednesday vs Chesterfield FC | |
| Lose | 3-1 | Rochdale vs Chesterfield FC | |
| Lose | 3-1 | Carlisle United vs Chesterfield FC |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 4:14
- GOALS / MATCH
- 0.8
- Chesterfield FC has lost five matches in a row with a goal difference of 4:14, scoring 0.8 goals average
Fleetwood Town H2H Chesterfield FC
| Home game | Fleetwood Town | 1 | 1 | Chesterfield FC | Away game | League Two | |
| Away game | Fleetwood Town | 1 | 1 | Chesterfield FC | Home game | League Two | |
| Away game | Fleetwood Town | 0 | 3 | Chesterfield FC | Home game | League Two | |
| Home game | Fleetwood Town | 2 | 0 | Chesterfield FC | Away game | League Two | |
| Home game | Fleetwood Town | 2 | 0 | Chesterfield FC | Away game | EFL Trophy |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 6:5
- GOALS / MATCH
- 1.20
- In the last five matches that these two sides meet, Fleetwood Town overtook Chesterfield FC twice
- Fleetwood Town won twice, lost once and had two draw
- Teams played five times head-to-head in the current season with the goals score 6:5; average goals per match – 1.20
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