| 1 | Sat 5 Aug 2023 | 11-0 v Doncaster RoversDoncaster Rovers 0-1 Harrogate Town | Sky Bet League Two |
| 2 | Tue 15 Aug 2023 | 10-3 v Tranmere RoversTranmere Rovers 3-0 Harrogate Town | Sky Bet League Two |
| 3 | Sat 19 Aug 2023 | 11-2 v Accrington StanleyAccrington Stanley 2-1 Harrogate Town | Sky Bet League Two |
| 4 | Sat 26 Aug 2023 | 1 2-0 v MorecambeHarrogate Town 2-0 Morecambe | Sky Bet League Two |
| 5 | Wed 30 Aug 2023 | 10-8 v Blackburn RoversHarrogate Town 0-8 Blackburn Rovers | Carabao Cup Second Round |
| 6 | Sat 2 Sep 2023 | 10-1 v BarrowHarrogate Town 0-1 Barrow | Sky Bet League Two |
| 7 | Sat 9 Sep 2023 | 10-1 v GillinghamGillingham 1-0 Harrogate Town | Sky Bet League Two |
| 8 | Sat 16 Sep 2023 | 1 1-1 v Bradford CityBradford City 1-1 Harrogate Town | Sky Bet League Two |
| 9 | Sat 23 Sep 2023 | 13-2 v Salford CityHarrogate Town 3-2 Salford City | Sky Bet League Two |
| 10 | Sat 30 Sep 2023 | 1 1-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Harrogate Town | Sky Bet League Two |
| 11 | Tue 3 Oct 2023 | 10-1 v AFC WimbledonHarrogate Town 0-1 AFC Wimbledon | Sky Bet League Two |
| 12 | Sat 7 Oct 2023 | 12-1 v Newport CountyNewport County 1-2 Harrogate Town | Sky Bet League Two |
| 13 | Sat 14 Oct 2023 | 11-3 v Stockport CountyHarrogate Town 1-3 Stockport County | Sky Bet League Two |
| 14 | Sat 21 Oct 2023 | 12-1 v Colchester UnitedColchester United 1-2 Harrogate Town | Sky Bet League Two |
| 15 | Tue 24 Oct 2023 | 11-4 v Mansfield TownHarrogate Town 1-4 Mansfield Town | Sky Bet League Two |
| 16 | Sat 28 Oct 2023 | 10-1 v Crewe AlexandraHarrogate Town 0-1 Crewe Alexandra | Sky Bet League Two |
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