| 1 | Sat 10 Aug | 42-1 v Leyton OrientLeyton Orient 1-2 Bolton Wanderers | Sky Bet League One |
| 2 | Tue 13 Aug | 41-1 v Mansfield TownBolton Wanderers 1-1 Mansfield Town | Carabao Cup First Round |
| 3 | Sun 18 Aug | 40-0 v WrexhamBolton Wanderers 0-0 Wrexham | Sky Bet League One |
| 4 | Sat 24 Aug | 40-2 v Charlton AthleticCharlton Athletic 2-0 Bolton Wanderers | Sky Bet League One |
| 5 | Tue 27 Aug | 42-0 v Shrewsbury TownShrewsbury Town 0-2 Bolton Wanderers | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 40-2 v Exeter CityBolton Wanderers 0-2 Exeter City | Sky Bet League One |
| 7 | Tue 3 Sep | 43-2 v BarrowBarrow 2-3 Bolton Wanderers | EFL Trophy Northern Group D |
| 8 | Sat 14 Sep | 4 0-4 v Huddersfield TownBolton Wanderers 0-4 Huddersfield Town | Sky Bet League One |
| 9 | Sat 21 Sep | 45-2 v ReadingBolton Wanderers 5-2 Reading | Sky Bet League One |
| 10 | Wed 25 Sep | 41-5 v ArsenalArsenal 5-1 Bolton Wanderers | Carabao Cup Third Round |
| 11 | Sat 28 Sep | 4 2-0 v Crawley TownCrawley Town 0-2 Bolton Wanderers | Sky Bet League One |
| 12 | Tue 1 Oct | 4 4-2 v Northampton TownNorthampton Town 2-4 Bolton Wanderers | Sky Bet League One |
| 13 | Sat 5 Oct | 42-2 v Shrewsbury TownBolton Wanderers 2-2 Shrewsbury Town | Sky Bet League One |
| 14 | Sat 23 Nov | 4 2-1 v BlackpoolBolton Wanderers 2-1 Blackpool | Sky Bet League One |
| 15 | Tue 26 Nov | 4 1-1 v Cambridge UnitedCambridge United 1-1 Bolton Wanderers | Sky Bet League One |
| 16 | Tue 10 Dec | 43-1 v Huddersfield TownBolton Wanderers 3-1 Huddersfield Town | EFL Trophy Second Round |
| 17 | Sat 14 Dec | 4 0-2 v Wigan AthleticBolton Wanderers 0-2 Wigan Athletic | Sky Bet League One |
| 18 | Fri 20 Dec | 40-0 v Wycombe WanderersWycombe Wanderers 0-0 Bolton Wanderers | Sky Bet League One |
| 19 | Thu 26 Dec | 4 1-2 v BarnsleyBolton Wanderers 1-2 Barnsley | Sky Bet League One |
| 20 | Sun 29 Dec | 43-0 v Lincoln CityBolton Wanderers 3-0 Lincoln City | Sky Bet League One |
| 21 | Wed 1 Jan | 41-2 v Mansfield TownMansfield Town 2-1 Bolton Wanderers | Sky Bet League One |
| 22 | Sat 4 Jan | 4 2-1 v Exeter CityExeter City 1-2 Bolton Wanderers | Sky Bet League One |
| 23 | Sat 11 Jan | 41-3 v Rotherham UnitedRotherham United 3-1 Bolton Wanderers | Sky Bet League One |
| 24 | Tue 14 Jan | 41-0 v Lincoln CityLincoln City 0-1 Bolton Wanderers | EFL Trophy Third Round |
| 25 | Sat 18 Jan | 42-2 v Cambridge UnitedBolton Wanderers 2-2 Cambridge United | Sky Bet League One |
| 26 | Tue 21 Jan | 4 1-2 v Charlton AthleticBolton Wanderers 1-2 Charlton Athletic | Sky Bet League One |
| 27 | Sat 25 Jan | 41-0 v Huddersfield TownHuddersfield Town 0-1 Bolton Wanderers | Sky Bet League One |
| 28 | Tue 28 Jan | 43-1 v Northampton TownBolton Wanderers 3-1 Northampton Town | Sky Bet League One |
| 29 | Sat 1 Feb | 4 0-1 v ReadingReading 1-0 Bolton Wanderers | Sky Bet League One |
| 30 | Tue 11 Feb | 40-1 v WrexhamWrexham 1-0 Bolton Wanderers | EFL Trophy Quarter Final |
| 31 | Sat 22 Feb | 42-1 v Leyton OrientBolton Wanderers 2-1 Leyton Orient | Sky Bet League One |
| 32 | Sat 1 Mar | 40-0 v WrexhamWrexham 0-0 Bolton Wanderers | Sky Bet League One |
| 33 | Tue 4 Mar | 43-1 v Birmingham CityBolton Wanderers 3-1 Birmingham City | Sky Bet League One |
| 34 | Sat 8 Mar | 42-1 v Burton AlbionBurton Albion 1-2 Bolton Wanderers | Sky Bet League One |
| 35 | Tue 11 Mar | 42-3 v Bristol RoversBristol Rovers 3-2 Bolton Wanderers | Sky Bet League One |
| 36 | Sat 15 Mar | 40-1 v Stockport CountyBolton Wanderers 0-1 Stockport County | Sky Bet League One |
| 37 | Sat 29 Mar | 41-2 v BlackpoolBlackpool 2-1 Bolton Wanderers | Sky Bet League One |
| 38 | Tue 1 Apr | 41-0 v Wigan AthleticWigan Athletic 0-1 Bolton Wanderers | Sky Bet League One |
| 39 | Sat 5 Apr | 41-0 v Bristol RoversBolton Wanderers 1-0 Bristol Rovers | Sky Bet League One |
| 40 | Tue 8 Apr | 40-1 v Rotherham UnitedBolton Wanderers 0-1 Rotherham United | Sky Bet League One |
| 41 | Sat 12 Apr | 41-4 v BarnsleyBarnsley 4-1 Bolton Wanderers | Sky Bet League One |
| 42 | Fri 18 Apr | 40-2 v Wycombe WanderersBolton Wanderers 0-2 Wycombe Wanderers | Sky Bet League One |
| 43 | Mon 21 Apr | 42-4 v Lincoln CityLincoln City 4-2 Bolton Wanderers | Sky Bet League One |
| 44 | Sat 26 Apr | 4 1-1 v Peterborough UnitedPeterborough United 1-1 Bolton Wanderers | Sky Bet League One |
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