| 1 | Sat 5 Aug | 13-0 v Lincoln CityBolton Wanderers 3-0 Lincoln City | Sky Bet League One |
| 2 | Tue 15 Aug | 13-1 v Fleetwood TownBolton Wanderers 3-1 Fleetwood Town | Sky Bet League One |
| 3 | Sat 19 Aug | 10-4 v Wigan AthleticBolton Wanderers 0-4 Wigan Athletic | Sky Bet League One |
| 4 | Sat 26 Aug | 11-1 v Burton AlbionBurton Albion 1-1 Bolton Wanderers | Sky Bet League One |
| 5 | Tue 29 Aug | 11-3 v MiddlesbroughBolton Wanderers 1-3 Middlesbrough | Carabao Cup Second Round |
| 6 | Sat 2 Sep | 12-1 v Derby CountyBolton Wanderers 2-1 Derby County | Sky Bet League One |
| 7 | Tue 5 Sep | 13-0 v Salford CityBolton Wanderers 3-0 Salford City | EFL Trophy Semi Final |
| 8 | Sat 16 Sep | 11-2 v ReadingReading 2-1 Bolton Wanderers | Sky Bet League One |
| 9 | Sat 23 Sep | 11-1 v Peterborough UnitedBolton Wanderers 1-1 Peterborough United | Sky Bet League One |
| 10 | Sat 30 Sep | 11-0 v Port ValePort Vale 0-1 Bolton Wanderers | Sky Bet League One |
| 11 | Tue 3 Oct | 13-2 v StevenageBolton Wanderers 3-2 Stevenage | Sky Bet League One |
| 12 | Sat 7 Oct | 11-3 v Carlisle UnitedBolton Wanderers 1-3 Carlisle United | Sky Bet League One |
| 13 | Sat 21 Oct | 12-1 v Northampton TownBolton Wanderers 2-1 Northampton Town | Sky Bet League One |
| 14 | Tue 24 Oct | 14-2 v Wycombe WanderersWycombe Wanderers 2-4 Bolton Wanderers | Sky Bet League One |
| 15 | Sat 28 Oct | 1 2-0 v Charlton AthleticCharlton Athletic 0-2 Bolton Wanderers | Sky Bet League One |
| 16 | Sat 4 Nov | 14-0 v Solihull MoorsBolton Wanderers 4-0 Solihull Moors | Emirates FA Cup First Round |
| 17 | Tue 7 Nov | 12-0 v Shrewsbury TownShrewsbury Town 0-2 Bolton Wanderers | Sky Bet League One |
| 18 | Sat 11 Nov | 1 1-0 v BlackpoolBolton Wanderers 1-0 Blackpool | Sky Bet League One |
| 19 | Sat 25 Nov | 17-0 v Exeter CityBolton Wanderers 7-0 Exeter City | Sky Bet League One |
| 20 | Tue 28 Nov | 1 0-0 v Oxford UnitedOxford United 0-0 Bolton Wanderers | Sky Bet League One |
| 21 | Sat 2 Dec | 15-1 v Harrogate TownBolton Wanderers 5-1 Harrogate Town | Emirates FA Cup Second Round |
| 22 | Mon 11 Dec | 10-2 v PortsmouthPortsmouth 2-0 Bolton Wanderers | Sky Bet League One |
| 23 | Sat 16 Dec | 1 1-2 v Bristol RoversBolton Wanderers 1-2 Bristol Rovers | Sky Bet League One |
| 24 | Sat 23 Dec | 13-2 v Leyton OrientBolton Wanderers 3-2 Leyton Orient | Sky Bet League One |
| 25 | Tue 26 Dec | 11-0 v Lincoln CityLincoln City 0-1 Bolton Wanderers | Sky Bet League One |
| 26 | Fri 29 Dec | 12-0 v Fleetwood TownFleetwood Town 0-2 Bolton Wanderers | Sky Bet League One |
| 27 | Mon 1 Jan | 11-0 v Burton AlbionBolton Wanderers 1-0 Burton Albion | Sky Bet League One |
| 28 | Sun 7 Jan | 10-0 v Luton TownLuton Town 0-0 Bolton Wanderers | Emirates FA Cup Third Round |
| 29 | Tue 16 Jan | 11-2 v Luton TownBolton Wanderers 1-2 Luton Town | Emirates FA Cup Third Round Replay |
| 30 | Sat 20 Jan | 10-1 v Leyton OrientLeyton Orient 1-0 Bolton Wanderers | Sky Bet League One |
| 31 | Tue 23 Jan | 11-0 v Cheltenham TownBolton Wanderers 1-0 Cheltenham Town | Sky Bet League One |
| 32 | Sat 27 Jan | 14-1 v Carlisle UnitedCarlisle United 1-4 Bolton Wanderers | Sky Bet League One |
| 33 | Sat 3 Feb | 11-1 v BarnsleyBolton Wanderers 1-1 Barnsley | Sky Bet League One |
| 34 | Sat 6 Apr | 1 2-0 v Bristol RoversBristol Rovers 0-2 Bolton Wanderers | Sky Bet League One |
| 35 | Sat 13 Apr | 11-1 v PortsmouthBolton Wanderers 1-1 Portsmouth | Sky Bet League One |
| 36 | Tue 16 Apr | 12-2 v Shrewsbury TownBolton Wanderers 2-2 Shrewsbury Town | Sky Bet League One |
| 37 | Sat 20 Apr | 12-0 v Port ValeBolton Wanderers 2-0 Port Vale | Sky Bet League One |
| 38 | Sat 27 Apr | 13-3 v Peterborough UnitedPeterborough United 3-3 Bolton Wanderers | Sky Bet League One |
| 39 | Fri 3 May | 13-1 v BarnsleyBarnsley 1-3 Bolton Wanderers | Sky Bet League One Play-off Semi Final |
| 40 | Tue 7 May | 12-3 v BarnsleyBolton Wanderers 2-3 Barnsley | Sky Bet League One Play-off Semi Final |
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