| 1 | Sat 3 Aug 2013 | 10-1 v Colchester UnitedGillingham 0-1 Colchester United | Sky Bet League One |
| 2 | Tue 6 Aug 2013 | 10-2 v Bristol CityGillingham 0-2 Bristol City | Capital One Cup First Round |
| 3 | Sat 10 Aug 2013 | 10-4 v Wolverhampton WanderersWolverhampton Wanderers 4-0 Gillingham | Sky Bet League One |
| 4 | Sat 17 Aug 2013 | 11-1 v BrentfordGillingham 1-1 Brentford | Sky Bet League One |
| 5 | Sat 24 Aug 2013 | 12-2 v Swindon TownSwindon Town 2-2 Gillingham | Sky Bet League One |
| 6 | Sat 31 Aug 2013 | 11-1 v Bristol CityGillingham 1-1 Bristol City | Sky Bet League One |
| 7 | Tue 3 Sep 2013 | 11-3 v Leyton OrientGillingham 1-3 Leyton Orient | Johnstone's Paint Trophy Southern Area First Round |
| 8 | Sat 7 Sep 2013 | 12-3 v Crawley TownCrawley Town 3-2 Gillingham | Sky Bet League One |
| 9 | Sun 15 Sep 2013 | 11-2 v Coventry CityCoventry City 2-1 Gillingham | Sky Bet League One |
| 10 | Sat 21 Sep 2013 | 10-1 v Bradford CityGillingham 0-1 Bradford City | Sky Bet League One |
| 11 | Sat 28 Sep 2013 | 13-0 v Crewe AlexandraCrewe Alexandra 0-3 Gillingham | Sky Bet League One |
| 12 | Sat 5 Oct 2013 | 13-2 v Milton Keynes DonsGillingham 3-2 Milton Keynes Dons | Sky Bet League One |
| 13 | Sat 12 Oct 2013 | 10-2 v Shrewsbury TownShrewsbury Town 2-0 Gillingham | Sky Bet League One |
| 14 | Sat 19 Oct 2013 | 11-2 v Preston North EndGillingham 1-2 Preston North End | Sky Bet League One |
| 15 | Tue 22 Oct 2013 | 12-1 v Notts CountyGillingham 2-1 Notts County | Sky Bet League One |
| 16 | Sat 26 Oct 2013 | 11-2 v Port ValePort Vale 2-1 Gillingham | Sky Bet League One |
| 17 | Sat 2 Nov 2013 | 11-0 v Carlisle UnitedGillingham 1-0 Carlisle United | Sky Bet League One |
| 18 | Sat 9 Nov 2013 | 11-1 v Brackley TownGillingham 1-1 Brackley Town | FA Cup with Budweiser First Round |
| 19 | Sat 16 Nov 2013 | 12-1 v Sheffield UnitedSheffield United 1-2 Gillingham | Sky Bet League One |
| 20 | Mon 18 Nov 2013 | 10-1 v Brackley TownBrackley Town 1-0 Gillingham | FA Cup with Budweiser First Round |
| 21 | Sat 23 Nov 2013 | 10-1 v Oldham AthleticGillingham 0-1 Oldham Athletic | Sky Bet League One |
| 22 | Tue 26 Nov 2013 | 13-2 v StevenageGillingham 3-2 Stevenage | Sky Bet League One |
| 23 | Sat 30 Nov 2013 | 11-4 v Rotherham UnitedRotherham United 4-1 Gillingham | Sky Bet League One |
| 24 | Sat 7 Dec 2013 | 11-3 v Notts CountyNotts County 3-1 Gillingham | Sky Bet League One |
| 25 | Sat 14 Dec 2013 | 12-2 v Peterborough UnitedGillingham 2-2 Peterborough United | Sky Bet League One |
| 26 | Fri 20 Dec 2013 | 12-1 v Tranmere RoversTranmere Rovers 1-2 Gillingham | Sky Bet League One |
| 27 | Thu 26 Dec 2013 | 11-2 v Leyton OrientGillingham 1-2 Leyton Orient | Sky Bet League One |
| 28 | Sun 29 Dec 2013 | 12-2 v WalsallGillingham 2-2 Walsall | Sky Bet League One |
| 29 | Fri 3 Jan 2014 | 11-0 v Wolverhampton WanderersGillingham 1-0 Wolverhampton Wanderers | Sky Bet League One |
| 30 | Sat 11 Jan 2014 | 10-3 v Colchester UnitedColchester United 3-0 Gillingham | Sky Bet League One |
| 31 | Sat 18 Jan 2014 | 12-0 v Swindon TownGillingham 2-0 Swindon Town | Sky Bet League One |
| 32 | Fri 24 Jan 2014 | 11-2 v BrentfordBrentford 2-1 Gillingham | Sky Bet League One |
| 33 | Sat 1 Feb 2014 | 13-2 v Port ValeGillingham 3-2 Port Vale | Sky Bet League One |
| 34 | Tue 4 Feb 2014 | 11-3 v StevenageStevenage 3-1 Gillingham | Sky Bet League One |
| 35 | Sat 8 Feb 2014 | 12-1 v Carlisle UnitedCarlisle United 1-2 Gillingham | Sky Bet League One |
| 36 | Wed 19 Feb 2014 | 10-1 v Sheffield UnitedGillingham 0-1 Sheffield United | Sky Bet League One |
| 37 | Sat 22 Feb 2014 | 10-1 v Oldham AthleticOldham Athletic 1-0 Gillingham | Sky Bet League One |
| 38 | Sat 1 Mar 2014 | 11-2 v Bristol CityBristol City 2-1 Gillingham | Sky Bet League One |
| 39 | Sat 8 Mar 2014 | 11-0 v Crawley TownGillingham 1-0 Crawley Town | Sky Bet League One |
| 40 | Tue 11 Mar 2014 | 14-2 v Coventry CityGillingham 4-2 Coventry City | Sky Bet League One |
| 41 | Sat 15 Mar 2014 | 11-1 v Bradford CityBradford City 1-1 Gillingham | Sky Bet League One |
| 42 | Sat 22 Mar 2014 | 11-3 v Crewe AlexandraGillingham 1-3 Crewe Alexandra | Sky Bet League One |
| 43 | Tue 25 Mar 2014 | 11-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Gillingham | Sky Bet League One |
| 44 | Sat 5 Apr 2014 | 13-4 v Rotherham UnitedGillingham 3-4 Rotherham United | Sky Bet League One |
| 45 | Tue 8 Apr 2014 | 10-2 v Peterborough UnitedPeterborough United 2-0 Gillingham | Sky Bet League One |
| 46 | Sat 12 Apr 2014 | 11-5 v Leyton OrientLeyton Orient 5-1 Gillingham | Sky Bet League One |
| 47 | Fri 18 Apr 2014 | 12-0 v Tranmere RoversGillingham 2-0 Tranmere Rovers | Sky Bet League One |
| 48 | Mon 21 Apr 2014 | 11-1 v WalsallWalsall 1-1 Gillingham | Sky Bet League One |
| 49 | Sat 26 Apr 2014 | 11-3 v Preston North EndPreston North End 3-1 Gillingham | Sky Bet League One |
| 50 | Sat 3 May 2014 | 11-1 v Shrewsbury TownGillingham 1-1 Shrewsbury Town | Sky Bet League One |
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