| 1 | Sat 6 Aug 2016 | 163-1 v Southend UnitedSouthend United 1-3 Gillingham | Sky Bet League One |
| 2 | Tue 9 Aug 2016 | 163-1 v Southend UnitedSouthend United 1-3 Gillingham | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 162-1 v BuryGillingham 2-1 Bury | Sky Bet League One |
| 4 | Tue 16 Aug 2016 | 161-1 v Swindon TownGillingham 1-1 Swindon Town | Sky Bet League One |
| 5 | Sat 20 Aug 2016 | 160-5 v Scunthorpe UnitedScunthorpe United 5-0 Gillingham | Sky Bet League One |
| 6 | Tue 23 Aug 2016 | 162-1 v WatfordWatford 1-2 Gillingham | EFL Cup Second Round |
| 7 | Sat 27 Aug 2016 | 163-2 v Shrewsbury TownShrewsbury Town 2-3 Gillingham | Sky Bet League One |
| 8 | Tue 30 Aug 2016 | 161-2 v Luton TownGillingham 1-2 Luton Town | Checkatrade Trophy Southern Group H |
| 9 | Sat 10 Sep 2016 | 161-1 v Bradford CityGillingham 1-1 Bradford City | Sky Bet League One |
| 10 | Sat 17 Sep 2016 | 161-2 v Port ValePort Vale 2-1 Gillingham | Sky Bet League One |
| 11 | Wed 21 Sep 2016 | 160-5 v Tottenham HotspurTottenham Hotspur 5-0 Gillingham | EFL Cup Third Round |
| 12 | Sat 24 Sep 2016 | 162-1 v Coventry CityGillingham 2-1 Coventry City | Sky Bet League One |
| 13 | Tue 27 Sep 2016 | 163-3 v ChesterfieldChesterfield 3-3 Gillingham | Sky Bet League One |
| 14 | Sat 1 Oct 2016 | 160-2 v AFC WimbledonAFC Wimbledon 2-0 Gillingham | Sky Bet League One |
| 15 | Sat 8 Oct 2016 | 161-2 v Oldham AthleticGillingham 1-2 Oldham Athletic | Sky Bet League One |
| 16 | Sat 22 Oct 2016 | 161-1 v Charlton AthleticGillingham 1-1 Charlton Athletic | Sky Bet League One |
| 17 | Sat 5 Nov 2016 | 162-2 v Brackley TownGillingham 2-2 Brackley Town | Emirates FA Cup First Round |
| 18 | Sat 19 Nov 2016 | 162-1 v WalsallWalsall 1-2 Gillingham | Sky Bet League One |
| 19 | Sat 14 Jan 2017 | 160-1 v Oldham AthleticOldham Athletic 1-0 Gillingham | Sky Bet League One |
| 20 | Sat 21 Jan 2017 | 162-2 v Sheffield UnitedSheffield United 2-2 Gillingham | Sky Bet League One |
| 21 | Sat 25 Feb 2017 | 162-1 v Southend UnitedGillingham 2-1 Southend United | Sky Bet League One |
| 22 | Tue 28 Feb 2017 | 161-3 v Swindon TownSwindon Town 3-1 Gillingham | Sky Bet League One |
| 23 | Sat 4 Mar 2017 | 162-1 v BuryBury 1-2 Gillingham | Sky Bet League One |
| 24 | Sat 11 Mar 2017 | 163-2 v Scunthorpe UnitedGillingham 3-2 Scunthorpe United | Sky Bet League One |
| 25 | Tue 14 Mar 2017 | 160-4 v Bolton WanderersGillingham 0-4 Bolton Wanderers | Sky Bet League One |
| 26 | Sat 8 Apr 2017 | 161-1 v MillwallGillingham 1-1 Millwall | Sky Bet League One |
| 27 | Fri 14 Apr 2017 | 163-1 v Bristol RoversGillingham 3-1 Bristol Rovers | Sky Bet League One |
| 28 | Mon 17 Apr 2017 | 160-3 v Charlton AthleticCharlton Athletic 3-0 Gillingham | Sky Bet League One |
| 29 | Sat 22 Apr 2017 | 162-3 v Fleetwood TownGillingham 2-3 Fleetwood Town | Sky Bet League One |
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