| 1 | Sat 5 Aug 2023 | 21-0 v Stockport CountyStockport County 0-1 Gillingham | Sky Bet League Two |
| 2 | Tue 15 Aug 2023 | 21-0 v Sutton UnitedSutton United 0-1 Gillingham | Sky Bet League Two |
| 3 | Sat 19 Aug 2023 | 2 1-0 v Crawley TownCrawley Town 0-1 Gillingham | Sky Bet League Two |
| 4 | Sat 26 Aug 2023 | 20-3 v Colchester UnitedGillingham 0-3 Colchester United | Sky Bet League Two |
| 5 | Tue 29 Aug 2023 | 22-3 v Luton TownLuton Town 3-2 Gillingham | Carabao Cup Second Round |
| 6 | Sat 2 Sep 2023 | 20-2 v Grimsby TownGrimsby Town 2-0 Gillingham | Sky Bet League Two |
| 7 | Tue 5 Sep 2023 | 22-1 v Leyton OrientGillingham 2-1 Leyton Orient | EFL Trophy |
| 8 | Sat 9 Sep 2023 | 21-0 v Harrogate TownGillingham 1-0 Harrogate Town | Sky Bet League Two |
| 9 | Sat 16 Sep 2023 | 22-1 v MorecambeGillingham 2-1 Morecambe | Sky Bet League Two |
| 10 | Sat 23 Sep 2023 | 21-2 v Doncaster RoversDoncaster Rovers 2-1 Gillingham | Sky Bet League Two |
| 11 | Sat 30 Sep 2023 | 21-1 v Mansfield TownGillingham 1-1 Mansfield Town | Sky Bet League Two |
| 12 | Tue 3 Oct 2023 | 20-2 v Crewe AlexandraCrewe Alexandra 2-0 Gillingham | Sky Bet League Two |
| 13 | Sat 7 Oct 2023 | 22-1 v Milton Keynes DonsGillingham 2-1 Milton Keynes Dons | Sky Bet League Two |
| 14 | Tue 24 Oct 2023 | 2 1-0 v Swindon TownSwindon Town 0-1 Gillingham | Sky Bet League Two |
| 15 | Sat 28 Oct 2023 | 20-2 v Newport CountyGillingham 0-2 Newport County | Sky Bet League Two |
| 16 | Sat 4 Nov 2023 | 22-0 v HerefordHereford 0-2 Gillingham | Emirates FA Cup First Round |
| 17 | Sat 11 Nov 2023 | 20-2 v WrexhamWrexham 2-0 Gillingham | Sky Bet League Two |
| 18 | Sat 18 Nov 2023 | 23-1 v Salford CityGillingham 3-1 Salford City | Sky Bet League Two |
| 19 | Sat 25 Nov 2023 | 21-3 v Tranmere RoversTranmere Rovers 3-1 Gillingham | Sky Bet League Two |
| 20 | Tue 28 Nov 2023 | 21-0 v AFC WimbledonGillingham 1-0 AFC Wimbledon | Sky Bet League Two |
| 21 | Sat 2 Dec 2023 | 22-0 v Charlton AthleticGillingham 2-0 Charlton Athletic | Emirates FA Cup Second Round |
| 22 | Fri 22 Dec 2023 | 20-0 v Forest Green RoversForest Green Rovers 0-0 Gillingham | Sky Bet League Two |
| 23 | Tue 26 Dec 2023 | 20-2 v Crawley TownGillingham 0-2 Crawley Town | Sky Bet League Two |
| 24 | Fri 29 Dec 2023 | 21-0 v Sutton UnitedGillingham 1-0 Sutton United | Sky Bet League Two |
| 25 | Mon 1 Jan 2024 | 21-0 v Colchester UnitedColchester United 0-1 Gillingham | Sky Bet League Two |
| 26 | Sat 6 Jan 2024 | 20-4 v Sheffield UnitedGillingham 0-4 Sheffield United | Emirates FA Cup Third Round |
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