- 02 May 2026, Gillingham vs Shrewsbury Town, 1-0, Win
- 25 April 2026, Barnet FC vs Gillingham, 6-2, Lose
- 18 April 2026, Gillingham vs Grimsby Town, 1-4, Lose
- 14 April 2026, Cheltenham Town vs Gillingham, 2-1, Lose
- 11 April 2026, Salford City vs Gillingham, 0-0, Draw
- 02 May 2026, Cheltenham Town vs Colchester United, 1-4, Lose
- 25 April 2026, Bristol Rovers vs Cheltenham Town, 4-0, Lose
- 21 April 2026, Cheltenham Town vs Tranmere Rovers, 1-3, Lose
- 18 April 2026, Cheltenham Town vs Newport County, 1-0, Win
- 14 April 2026, Cheltenham Town vs Gillingham, 2-1, Win
In an engaging League Two encounter on December 20, 2024, Gillingham and Cheltenham Town shared the spoils in a 2-2 draw, with both teams showcasing periods of dominance. Gillingham struck first in the 24th minute, capitalizing on their early attacking intent with fluid passing and precise finishing. However, Cheltenham's equalizer in the 36th minute came as a result of sustained pressure and intelligent movement, demonstrating their ability to bounce back quickly in the game.
The second half saw Cheltenham take the lead shortly after restart, indicating their persistent efforts and strategic execution on set-pieces. Despite their momentary advantage, Gillingham quickly responded in the 71st minute with a well-coordinated attack that exploited Cheltenham’s defensive lapses. Statistically, Gillingham's five corner kicks to Cheltenham's one highlighted their offensive pressure and territorial advantage throughout the match.
A critical factor influencing the outcome was Cheltenham’s disciplinary issues, evidenced by two yellow cards, which impacted their defensive strategy and fluidity in play. In contrast, Gillingham's clean disciplinary record allowed them to maintain composure and focus. The lack of offsides against Gillingham further illustrated their disciplined and well-organized forward play, contributing to their ability to claw back into the game despite being behind. Overall, the draw reflected a balanced contest influenced by Cheltenham’s caution-inducing fouls and Gillingham’s strategic set-piece advantage.
Form Guide
| Win | 1-0 | Gillingham vs Shrewsbury Town | |
| Lose | 6-2 | Barnet FC vs Gillingham | |
| Lose | 1-4 | Gillingham vs Grimsby Town | |
| Lose | 2-1 | Cheltenham Town vs Gillingham | |
| Draw | 0-0 | Salford City vs Gillingham |
- PLAYED
- 5
- WINS
- 1
- GOALS
- 5:12
- GOALS / MATCH
- 1
- Gillingham has won only one out of its last five matches with a goal difference of 5:12, scoring 1 goals average
| Lose | 1-4 | Cheltenham Town vs Colchester United | |
| Lose | 4-0 | Bristol Rovers vs Cheltenham Town | |
| Lose | 1-3 | Cheltenham Town vs Tranmere Rovers | |
| Win | 1-0 | Cheltenham Town vs Newport County | |
| Win | 2-1 | Cheltenham Town vs Gillingham |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 5:12
- GOALS / MATCH
- 1
- Cheltenham Town has two wins in its last five matches with a goal difference of 5:12, scoring 1 goals average
Gillingham H2H Cheltenham Town
| Away game | Gillingham | 1 | 2 | Cheltenham Town | Home game | League Two | |
| Home game | Gillingham | 1 | 1 | Cheltenham Town | Away game | League Two | |
| Away game | Gillingham | 1 | 1 | Cheltenham Town | Home game | League Two | |
| Home game | Gillingham | 2 | 2 | Cheltenham Town | Away game | League Two | |
| Away game | Gillingham | 2 | 2 | Cheltenham Town | Home game | League One |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 7:8
- GOALS / MATCH
- 1.40
- Gillingham lost once in head-to-head matches
- Teams played five times head-to-head in the current season with the goals score 7:8; average goals per match – 1.40
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