- 25 October 2025, Gillingham vs Salford City, 1-2, Lose
- 18 October 2025, Grimsby Town vs Gillingham, 1-0, Lose
- 11 October 2025, Gillingham vs Cheltenham Town, 1-1, Draw
- 04 October 2025, Milton Keynes Dons vs Gillingham, 3-2, Lose
- 27 September 2025, Gillingham vs Harrogate Town AFC, 0-1, Lose
- 25 October 2025, Tranmere Rovers vs Chesterfield FC, 1-1, Draw
- 18 October 2025, Chesterfield FC vs Fleetwood Town, 1-1, Draw
- 11 October 2025, Chesterfield FC vs Salford City, 2-0, Win
- 04 October 2025, Colchester United vs Chesterfield FC, 6-2, Lose
- 27 September 2025, Chesterfield FC vs Newport County, 4-1, Win
In this tightly contested League Two match, Gillingham emerged victorious with a narrow 1-0 win over Chesterfield FC. The game was decided early on with an impressive goal from the home team in the seventh minute of the first half. Despite the early setback, Chesterfield showed resilience but ultimately failed to break through Gillingham's defense.
Gillingham's disciplined and coordinated defense was crucial in securing their win. Despite having fewer shots on target and only one corner kick compared to Chesterfield's five, their ability to maintain a clean sheet highlights the effectiveness of their defensive setup. Chesterfield's attacking efforts were evident, but their failure to capitalize on set-piece opportunities marked a significant shortcoming.
The match was notably marred by aggression and disciplinary issues, with each team receiving four yellow cards and one red card. Gillingham’s early yellow card in the first half could have set a tense tone for the match, but their ability to manage the pressure and maintain their lead was commendable. Meanwhile, Chesterfield's four yellow cards all came in quick succession during the second half, suggesting frustration and a loss of composure, which hindered their performance.
Lastly, Chesterfield's two offsides reflect their attempts to push forward aggressively, but without the necessary precision and timing. This contrasted sharply with Gillingham’s clean sheet on the offside front, emphasizing their tactical discipline and cohesive teamwork. Overall, Gillingham’s effective defense, combined with Chesterfield’s missed opportunities and lack of composure, were the decisive factors in the match outcome.
Form Guide
| Lose | 1-2 | Gillingham vs Salford City | |
| Lose | 1-0 | Grimsby Town vs Gillingham | |
| Draw | 1-1 | Gillingham vs Cheltenham Town | |
| Lose | 3-2 | Milton Keynes Dons vs Gillingham | |
| Lose | 0-1 | Gillingham vs Harrogate Town AFC |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 4:8
- GOALS / MATCH
- 0.8
- Gillingham has lost four matches in a row with a goal difference of 4:8, scoring 0.8 goals average
| Draw | 1-1 | Tranmere Rovers vs Chesterfield FC | |
| Draw | 1-1 | Chesterfield FC vs Fleetwood Town | |
| Win | 2-0 | Chesterfield FC vs Salford City | |
| Lose | 6-2 | Colchester United vs Chesterfield FC | |
| Win | 4-1 | Chesterfield FC vs Newport County |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 10:9
- GOALS / MATCH
- 2
- Chesterfield FC has two wins in its last five matches with a goal difference of 10:9, scoring 2 goals average
Gillingham H2H Chesterfield FC
| Home game | Gillingham | 4 | 1 | Chesterfield FC | Away game | League Two | |
| Away game | Gillingham | 1 | 1 | Chesterfield FC | Home game | League Two | |
| Home game | Gillingham | 1 | 0 | Chesterfield FC | Away game | League Two | |
| Home game | Gillingham | 1 | 1 | Chesterfield FC | Away game | League One | |
| Away game | Gillingham | 3 | 3 | Chesterfield FC | Home game | League One |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 10:6
- GOALS / MATCH
- 2.00
- In the last five matches that these two sides meet, Gillingham overtook Chesterfield FC twice
- Gillingham won twice and had three draw
- Teams played five times head-to-head in the current season with the goals score 10:6; average goals per match – 2.00
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