| 1 | Sat 6 Aug 2016 | 21-1 v Leyton OrientCheltenham Town 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Tue 9 Aug 2016 | 21-0 v Charlton AthleticCheltenham Town 1-0 Charlton Athletic | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 21-1 v Mansfield TownMansfield Town 1-1 Cheltenham Town | Sky Bet League Two |
| 4 | Tue 16 Aug 2016 | 21-1 v Carlisle UnitedCarlisle United 1-1 Cheltenham Town | Sky Bet League Two |
| 5 | Sat 27 Aug 2016 | 22-0 v Crewe AlexandraCheltenham Town 2-0 Crewe Alexandra | Sky Bet League Two |
| 6 | Tue 30 Aug 2016 | 21-2 v BlackpoolBlackpool 2-1 Cheltenham Town | Checkatrade Trophy Northern Group A |
| 7 | Sat 10 Sep 2016 | 22-2 v Newport CountyNewport County 2-2 Cheltenham Town | Sky Bet League Two |
| 8 | Tue 27 Sep 2016 | 20-0 v StevenageCheltenham Town 0-0 Stevenage | Sky Bet League Two |
| 9 | Sat 1 Oct 2016 | 21-1 v Luton TownCheltenham Town 1-1 Luton Town | Sky Bet League Two |
| 10 | Sat 8 Oct 2016 | 21-1 v Accrington StanleyAccrington Stanley 1-1 Cheltenham Town | Sky Bet League Two |
| 11 | Sat 15 Oct 2016 | 22-1 v Crawley TownCheltenham Town 2-1 Crawley Town | Sky Bet League Two |
| 12 | Sat 22 Oct 2016 | 21-0 v Grimsby TownGrimsby Town 0-1 Cheltenham Town | Sky Bet League Two |
| 13 | Sat 29 Oct 2016 | 22-2 v BlackpoolCheltenham Town 2-2 Blackpool | Sky Bet League Two |
| 14 | Sat 5 Nov 2016 | 21-1 v Crewe AlexandraCheltenham Town 1-1 Crewe Alexandra | Emirates FA Cup First Round |
| 15 | Tue 15 Nov 2016 | 24-1 v Crewe AlexandraCrewe Alexandra 1-4 Cheltenham Town | Emirates FA Cup First Round |
| 16 | Sat 19 Nov 2016 | 21-1 v PortsmouthCheltenham Town 1-1 Portsmouth | Sky Bet League Two |
| 17 | Sat 26 Nov 2016 | 21-3 v Cambridge UnitedCambridge United 3-1 Cheltenham Town | Sky Bet League Two |
| 18 | Sat 17 Dec 2016 | 22-1 v MorecambeMorecambe 1-2 Cheltenham Town | Sky Bet League Two |
| 19 | Mon 26 Dec 2016 | 21-2 v BarnetCheltenham Town 1-2 Barnet | Sky Bet League Two |
| 20 | Fri 30 Dec 2016 | 20-1 v Wycombe WanderersCheltenham Town 0-1 Wycombe Wanderers | Sky Bet League Two |
| 21 | Tue 17 Jan 2017 | 20-1 v Bradford CityCheltenham Town 0-1 Bradford City | Checkatrade Trophy Third Round |
| 22 | Sat 21 Jan 2017 | 21-2 v Plymouth ArgyleCheltenham Town 1-2 Plymouth Argyle | Sky Bet League Two |
| 23 | Sat 28 Jan 2017 | 170-0 v Crewe AlexandraCrewe Alexandra 0-0 Cheltenham Town | Sky Bet League Two |
| 24 | Tue 31 Jan 2017 | 23-2 v Luton TownLuton Town 2-3 Cheltenham Town | Sky Bet League Two |
| 25 | Sat 4 Feb 2017 | 21-1 v Newport CountyCheltenham Town 1-1 Newport County | Sky Bet League Two |
| 26 | Sat 18 Feb 2017 | 22-0 v Yeovil TownCheltenham Town 2-0 Yeovil Town | Sky Bet League Two |
| 27 | Sat 25 Feb 2017 | 21-0 v Leyton OrientLeyton Orient 0-1 Cheltenham Town | Sky Bet League Two |
| 28 | Tue 28 Feb 2017 | 21-0 v Carlisle UnitedCheltenham Town 1-0 Carlisle United | Sky Bet League Two |
| 29 | Sat 4 Mar 2017 | 20-0 v Mansfield TownCheltenham Town 0-0 Mansfield Town | Sky Bet League Two |
| 30 | Sat 11 Mar 2017 | 20-2 v Doncaster RoversDoncaster Rovers 2-0 Cheltenham Town | Sky Bet League Two |
| 31 | Tue 14 Mar 2017 | 20-3 v Exeter CityExeter City 3-0 Cheltenham Town | Sky Bet League Two |
| 32 | Sat 18 Mar 2017 | 20-1 v Cambridge UnitedCheltenham Town 0-1 Cambridge United | Sky Bet League Two |
| 33 | Sat 25 Mar 2017 | 21-3 v BarnetBarnet 3-1 Cheltenham Town | Sky Bet League Two |
| 34 | Sat 8 Apr 2017 | 23-3 v Wycombe WanderersWycombe Wanderers 3-3 Cheltenham Town | Sky Bet League Two |
| 35 | Sat 6 May 2017 | 21-6 v PortsmouthPortsmouth 6-1 Cheltenham Town | Sky Bet League Two |
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