- 26 September 2026, Maidstone United FC vs Truro City FC, 1-2, Lose
- 12 September 2026, Braintree Town FC vs Maidstone United FC, 2-1, Lose
- 08 September 2026, Tonbridge Angels FC vs Maidstone United FC, 0-1, Win
- 05 September 2026, Maidstone United FC vs Weston Super Mare AFC, 1-0, Win
- 31 August 2026, Hampton and Richmond Borough vs Maidstone United FC, 1-4, Win
- 26 September 2026, Chesham United FC vs Maidenhead United, 0-4, Lose
- 12 September 2026, Horsham FC vs Chesham United FC, 1-4, Win
- 08 September 2026, Chesham United FC vs Billericay Town FC, 1-2, Lose
- 05 September 2026, Truro City FC vs Chesham United FC, 3-1, Lose
- 31 August 2026, Chesham United FC vs Dover Athletic FC, 2-2, Draw
In a tightly contested National League South match on 21 September 2024, Maidstone United FC hosted Chesham United FC, resulting in a 2-2 draw. The home side took an initial lead in the second half, showcasing effective utilization of their possession and carefully orchestrated gameplay. However, the visitors demonstrated resilience and determination, leveling the score soon after, which set the tone for an intense exchange of skills and strategy for the remainder of the game.
Statistically, both teams displayed a balanced performance, with shot attempts reflecting their attacking ambitions. Maidstone United managed a slight edge in shots on target, indicating a more precise finishing ability in the final third. Nonetheless, Chesham United ensured they were not outdone in the creativity stakes, introducing impactful substitutions that revived their attacking thrust in crucial moments, thereby equalizing the advantage held by the hosts.
Set-pieces, particularly corner kicks, proved pivotal in this encounter. Maidstone leveraged these opportunities to apply pressure, keeping Chesham's defense busy with well-rehearsed routines. Meanwhile, Chesham capitalized on their counter-attacking prowess, profiting from quick transitions to exploit gaps left by Maidstone’s advancing players. Both teams maintained discipline, as evidenced by the absence of yellow and red cards, which underscored their focus and commitment to playing fluid football without unnecessary disruptions. This equilibrium in gameplay dynamics was the most significant factor in shaping the outcome of a keenly contested match.
Form Guide
| Lose | 1-2 | Maidstone United FC vs Truro City FC | |
| Lose | 2-1 | Braintree Town FC vs Maidstone United FC | |
| Win | 0-1 | Tonbridge Angels FC vs Maidstone United FC | |
| Win | 1-0 | Maidstone United FC vs Weston Super Mare AFC | |
| Win | 1-4 | Hampton and Richmond Borough vs Maidstone United FC |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 8:5
- GOALS / MATCH
- 1.6
- Maidstone United FC has won three out of its last five matches with a goal difference of 8:5, scoring 1.6 goals average
| Lose | 0-4 | Chesham United FC vs Maidenhead United | |
| Win | 1-4 | Horsham FC vs Chesham United FC | |
| Lose | 1-2 | Chesham United FC vs Billericay Town FC | |
| Lose | 3-1 | Truro City FC vs Chesham United FC | |
| Draw | 2-2 | Chesham United FC vs Dover Athletic FC |
- PLAYED
- 5
- WINS
- 1
- GOALS
- 8:12
- GOALS / MATCH
- 1.6
- Chesham United FC has won only one out of its last five matches with a goal difference of 8:12, scoring 1.6 goals average
Maidstone United FC H2H Chesham United FC
| Away game | Maidstone United FC | 2 | 4 | Chesham United FC | Home game | National League South | |
| Home game | Maidstone United FC | 0 | 0 | Chesham United FC | Away game | National League South | |
| Away game | Maidstone United FC | 0 | 2 | Chesham United FC | Home game | National League South | |
| Home game | Maidstone United FC | 2 | 2 | Chesham United FC | Away game | National League South | |
| Away game | Maidstone United FC | 2 | 0 | Chesham United FC | Home game | FA Cup |
- PLAYED
- 5
- WINS
- 1
- GOALS
- 6:8
- GOALS / MATCH
- 1.20
- Maidstone United FC lost twice in head-to-head matches
- Teams played five times head-to-head in the current season with the goals score 6:8; average goals per match – 1.20
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