| 1 | Sat 8 Oct 2016 | 1-2 v Oldham AthleticGillingham 1-2 Oldham Athletic | Sky Bet League One |
| 2 | Sat 15 Oct 2016 | 1-2 v Bristol RoversBristol Rovers 2-1 Gillingham | Sky Bet League One |
| 3 | Sat 22 Oct 2016 | 1-1 v Charlton AthleticGillingham 1-1 Charlton Athletic | Sky Bet League One |
| 4 | Sat 29 Oct 2016 | 1-2 v Fleetwood TownFleetwood Town 2-1 Gillingham | Sky Bet League One |
| 5 | Sat 5 Nov 2016 | 2-2 v Brackley TownGillingham 2-2 Brackley Town | Emirates FA Cup First Round |
| 6 | Sat 12 Nov 2016 | 2-1 v Northampton TownGillingham 2-1 Northampton Town | Sky Bet League One |
| 7 | Tue 22 Nov 2016 | 0-1 v Oxford UnitedOxford United 1-0 Gillingham | Sky Bet League One |
| 8 | Sat 26 Nov 2016 | 3-0 v RochdaleGillingham 3-0 Rochdale | Sky Bet League One |
| 9 | Mon 12 Dec 2016 | 0-4 v Bolton WanderersBolton Wanderers 4-0 Gillingham | Sky Bet League One |
| 10 | Sat 17 Dec 2016 | 1-0 v Milton Keynes DonsGillingham 1-0 Milton Keynes Dons | Sky Bet League One |
| 11 | Mon 26 Dec 2016 | 1-1 v Peterborough UnitedPeterborough United 1-1 Gillingham | Sky Bet League One |
| 12 | Fri 30 Dec 2016 | 1-2 v MillwallMillwall 2-1 Gillingham | Sky Bet League One |
| 13 | Mon 2 Jan 2017 | 0-1 v Oxford UnitedGillingham 0-1 Oxford United | Sky Bet League One |
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