Home History
| England National League South | 2020/03/14 15:00 | Eastbourne Borough v Maidstone Utd | L | 3-0 |
| England National League South | 2020/03/07 15:00 | Maidstone Utd v Welling | W | 3-1 |
| England National League South | 2020/02/29 15:00 | Weymouth v Maidstone Utd | L | 5-1 |
| England National League South | 2020/02/22 15:00 | Maidstone Utd v Hampton & Richmond | L | 1-2 |
| England National League South | 2020/02/18 19:45 | Maidstone Utd v Bath City | L | 0-2 |
| England National League South | 2020/02/15 15:00 | Chippenham Town v Maidstone Utd | L | 1-0 |
| England National League South | 2020/02/08 15:00 | Maidstone Utd v Braintree Town | W | 1-0 |
| England National League South | 2020/01/25 15:00 | Maidstone Utd v Oxford City | W | 1-0 |
Away History
| England Southern Premier League South | 2020/09/26 14:00 | Poole Town v Hayes & Yeading | W | 2-1 |
| England Southern Premier League South | 2020/09/19 14:00 | Beaconsfield v Poole Town | W | 1-2 |
| UK Friendlies | 2020/09/05 14:00 | AFC Totton v Poole Town | L | 2-1 |
| England Southern Premier League South | 2020/03/10 19:45 | Poole Town v Beaconsfield | W | 3-1 |
| England Southern Premier League South | 2020/03/07 15:00 | Blackfield & Langley v Poole Town | D | 1-1 |
| England Southern Premier League South | 2020/02/22 15:00 | Beaconsfield v Poole Town | L | 2-1 |
| England Southern Premier League South | 2020/02/08 15:00 | Harrow Borough v Poole Town | D | 0-0 |
| England Southern Premier League South | 2020/02/04 19:45 | Poole Town v Merthyr Town | D | 1-1 |