| 2023-12-09 15:00:0009/12/2023 15:00 | Barnet | 4 - 0 | Maidstone | FA Trophy | 2023/24 | N/A |
| 2023-12-02 15:00:0002/12/2023 15:00 | Maidstone | 2 - 1 | Barrow | FA Cup | 2023/24 | N/A |
| 2023-11-04 15:00:0004/11/2023 15:00 | Chesham | 0 - 2 | Maidstone | FA Cup | 2023/24 | N/A |
| 2023-10-14 15:00:0014/10/2023 15:00 | Torquay | 0 - 2 | Maidstone | FA Cup | 2023/24 | N/A |
| 2023-07-18 19:45:0018/07/2023 19:45 | Bromley | 2 - 1 | Maidstone | Club Friendly | 2023/24 | N/A |
| 2023-04-29 17:30:0029/04/2023 17:30 | Chesterfield | 4 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-04-22 15:00:0022/04/2023 15:00 | Maidstone | 2 - 5 | Notts County | National League | 2022/23 | N/A |
| 2023-04-15 15:00:0015/04/2023 15:00 | Halifax | 3 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-04-10 15:00:0010/04/2023 15:00 | Maidstone | 0 - 0 | Barnet | National League | 2022/23 | N/A |
| 2023-04-07 15:00:0007/04/2023 15:00 | Southend | 2 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-04-01 15:00:0001/04/2023 15:00 | Maidstone | 0 - 4 | Boreham W | National League | 2022/23 | N/A |
| 2023-03-28 19:45:0028/03/2023 19:45 | Maidstone | 2 - 3 | Bromley | National League | 2022/23 | N/A |
| 2023-03-25 15:00:0025/03/2023 15:00 | Maidstone | 1 - 2 | Woking | National League | 2022/23 | N/A |
| 2023-03-18 15:00:0018/03/2023 15:00 | Maidenhead | 2 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2023-03-11 15:00:0011/03/2023 15:00 | Maidstone | 2 (3) - 2 (4) | Barnet | FA Trophy | 2022/23 | N/A |
| 2023-03-07 19:45:0007/03/2023 19:45 | Wealdstone | 2 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2023-03-04 15:00:0004/03/2023 15:00 | Solihull | 2 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-02-28 19:45:0028/02/2023 19:45 | Maidstone | 1 - 1 | Scunthorpe | National League | 2022/23 | N/A |
| 2023-02-25 15:00:0025/02/2023 15:00 | Maidstone | 1 - 1 | Gateshead | National League | 2022/23 | N/A |
| 2023-02-21 19:45:0021/02/2023 19:45 | Maidstone | 1 - 3 | Eastleigh | National League | 2022/23 | N/A |
| 2023-02-18 15:00:0018/02/2023 15:00 | Oldham | 2 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-02-11 15:00:0011/02/2023 15:00 | Eastleigh | 0 - 4 | Maidstone | FA Trophy | 2022/23 | N/A |
| 2023-02-04 15:00:0004/02/2023 15:00 | Yeovil | 2 - 2 | Maidstone | National League | 2022/23 | N/A |
| 2023-01-28 15:00:0028/01/2023 15:00 | Torquay | 1 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-01-24 19:45:0024/01/2023 19:45 | Maidstone | 0 - 3 | Aldershot | National League | 2022/23 | N/A |
| 2023-01-21 15:00:0021/01/2023 15:00 | Maidstone | 2 - 3 | Wrexham | National League | 2022/23 | N/A |
| 2023-01-15 15:00:0015/01/2023 15:00 | Notts County | 2 (5) - 2 (6) | Maidstone | FA Trophy | 2022/23 | N/A |
| 2023-01-07 15:00:0007/01/2023 15:00 | York | 4 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2023-01-02 15:00:0002/01/2023 15:00 | Maidstone | 0 - 1 | Dagenham | National League | 2022/23 | N/A |
| 2022-12-26 15:00:0026/12/2022 15:00 | Dagenham | 1 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2022-12-20 19:45:0020/12/2022 19:45 | Maidstone | 2 - 0 | Worthing | FA Trophy | 2022/23 | N/A |
| 2022-12-13 19:45:0013/12/2022 19:45 | Dorking | 3 - 2 | Maidstone | National League | 2022/23 | N/A |
| 2022-12-10 15:00:0010/12/2022 15:00 | Maidstone | 2 - 3 | Altrincham | National League | 2022/23 | N/A |
| 2022-12-03 12:30:0003/12/2022 12:30 | Woking | 3 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2022-11-26 15:00:0026/11/2022 15:00 | Maidstone | 3 - 2 | Maidenhead | National League | 2022/23 | N/A |
| 2022-11-19 15:00:0019/11/2022 15:00 | Maidstone | 0 - 0 | Oldham | National League | 2022/23 | N/A |
| 2022-11-12 15:00:0012/11/2022 15:00 | Scunthorpe | 0 - 2 | Maidstone | National League | 2022/23 | N/A |
| 2022-11-08 19:45:0008/11/2022 19:45 | Eastleigh | 5 - 2 | Maidstone | National League | 2022/23 | N/A |
| 2022-11-01 19:45:0001/11/2022 19:45 | Maidstone | 0 - 0 | Solihull | National League | 2022/23 | N/A |
| 2022-10-29 15:00:0029/10/2022 15:00 | Maidstone | 1 - 1 | Yeovil | National League | 2022/23 | N/A |
| 2022-10-25 19:45:0025/10/2022 19:45 | Maidstone | 0 - 3 | Southend | National League | 2022/23 | N/A |
| 2022-10-21 19:45:0021/10/2022 19:45 | Notts County | 3 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2022-10-15 15:00:0015/10/2022 15:00 | Needham | 1 - 0 | Maidstone | FA Cup | 2022/23 | N/A |
| 2022-10-08 15:00:0008/10/2022 15:00 | Maidstone | 1 - 1 | Halifax | National League | 2022/23 | N/A |
| 2022-10-04 19:45:0004/10/2022 19:45 | Barnet | 4 - 3 | Maidstone | National League | 2022/23 | N/A |
| 2022-10-01 17:20:0001/10/2022 17:20 | Boreham W | 3 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2022-09-24 15:00:0024/09/2022 15:00 | Maidstone | 1 - 2 | Chesterfield | National League | 2022/23 | N/A |
| 2022-09-17 15:00:0017/09/2022 15:00 | Bromley | 3 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2022-09-13 19:45:0013/09/2022 19:45 | Maidstone | 1 - 1 | Wealdstone | National League | 2022/23 | N/A |
| 2022-09-03 15:00:0003/09/2022 15:00 | Gateshead | 4 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2022-08-29 15:00:0029/08/2022 15:00 | Aldershot | 1 - 3 | Maidstone | National League | 2022/23 | N/A |
| 2022-08-27 15:00:0027/08/2022 15:00 | Maidstone | 1 - 0 | Torquay | National League | 2022/23 | N/A |
| 2022-08-20 15:00:0020/08/2022 15:00 | Wrexham | 5 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2022-08-16 19:45:0016/08/2022 19:45 | Maidstone | 2 - 4 | Dorking | National League | 2022/23 | N/A |
| 2022-08-13 15:00:0013/08/2022 15:00 | Maidstone | 2 - 1 | York | National League | 2022/23 | N/A |
| 2022-08-06 15:00:0006/08/2022 15:00 | Altrincham | 1 - 1 | Maidstone | National League | 2022/23 | N/A |
| 2022-07-30 15:00:0030/07/2022 15:00 | Maidstone | 2 - 2 | Dulwich H | Club Friendly | 2022/23 | N/A |
| 2022-07-26 19:45:0026/07/2022 19:45 | Cray Valley PM | 0 - 5 | Maidstone | Club Friendly | 2022/23 | N/A |
| 2022-07-23 15:00:0023/07/2022 15:00 | Folkestone | 1 - 2 | Maidstone | Club Friendly | 2022/23 | N/A |
| 2022-07-16 15:00:0016/07/2022 15:00 | Maidstone | 6 - 1 | Enfield Town | Club Friendly | 2022/23 | N/A |
| 2022-07-12 19:45:0012/07/2022 19:45 | Maidstone | 0 - 0 | Leyton Orient | Club Friendly | 2022/23 | N/A |
| 2022-07-09 15:00:0009/07/2022 15:00 | Sheppey United | 1 - 5 | Maidstone | Club Friendly | 2022/23 | N/A |
| 2022-01-15 15:00:0015/01/2022 15:00 | Boreham W | 1 (5) - 1 (4) | Maidstone | FA Trophy | 2021/22 | N/A |
| 2021-11-27 15:00:0027/11/2021 15:00 | Maidstone | 1 (6) - 1 (5) | Billericay | FA Trophy | 2021/22 | N/A |
| 2021-08-07 15:00:2407/08/2021 15:00 | Folkestone | 3 - 1 | Maidstone | Club Friendly | 2021/22 | N/A |
| 2021-02-06 15:00:0006/02/2021 15:00 | Hornchurch | 5 - 4 | Maidstone | FA Trophy | 2020/21 | N/A |
| 2021-01-16 15:00:0016/01/2021 15:00 | Maidstone | 2 - 1 | Dorking | FA Trophy | 2020/21 | N/A |
| 2020-12-19 15:00:0019/12/2020 15:00 | Maidstone | 2 - 0 | Poole | FA Trophy | 2020/21 | N/A |
| 2020-09-26 15:00:0026/09/2020 15:00 | Maidstone | 3 - 0 | Dover | Club Friendly | 2020/21 | N/A |
| 2019-12-14 15:00:0014/12/2019 15:00 | Maidstone | 2 - 3 | Concord | FA Trophy | 2019/20 | N/A |
| 2019-12-01 14:00:0001/12/2019 14:00 | Blackpool | 3 - 1 | Maidstone | FA Cup | 2019/20 | N/A |
| 2019-11-26 19:45:0026/11/2019 19:45 | Dartford | 0 - 1 | Maidstone | FA Trophy | 2019/20 | N/A |
| 2019-11-23 15:00:0023/11/2019 15:00 | Maidstone | 2 - 2 | Dartford | FA Trophy | 2019/20 | N/A |
| 2019-11-09 15:00:0009/11/2019 15:00 | Maidstone | 1 - 0 | Torquay | FA Cup | 2019/20 | N/A |
| 2019-10-19 15:00:0019/10/2019 15:00 | Maidstone | 4 - 1 | Kings Langley | FA Cup | 2019/20 | N/A |
| 2019-10-05 15:00:0005/10/2019 15:00 | Maidstone | 2 - 1 | Hitchin | FA Cup | 2019/20 | N/A |
| 2019-09-21 15:00:0021/09/2019 15:00 | Maidstone | 4 - 1 | Cheshunt | FA Cup | 2019/20 | N/A |
| 2019-07-27 15:00:0027/07/2019 15:00 | Maidstone | 4 - 0 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-07-23 19:45:0023/07/2019 19:45 | Maidstone | 1 - 1 | Dagenham | Club Friendly | 2019/20 | N/A |
| 2019-07-16 19:45:0016/07/2019 19:45 | Dover | 3 - 0 | Maidstone | Club Friendly | 2019/20 | N/A |
| 2019-07-13 15:00:0013/07/2019 15:00 | Maidstone | 0 - 2 | Bromley | Club Friendly | 2019/20 | N/A |
| 2019-07-09 19:45:0009/07/2019 19:45 | Folkestone | 1 - 1 | Maidstone | Club Friendly | 2019/20 | N/A |
| 2019-07-06 15:00:0006/07/2019 15:00 | Herne Bay | 1 - 1 | Maidstone | Club Friendly | 2019/20 | N/A |
| 2018-12-01 15:00:0001/12/2018 15:00 | Maidstone | 0 - 2 | Oldham | FA Cup | 2018/19 | N/A |
| 2018-11-10 15:00:0010/11/2018 15:00 | Maidstone | 2 - 1 | Macclesfield | FA Cup | 2018/19 | N/A |
