| 1 | Sat 10 Aug | 52-1 v Leyton OrientLeyton Orient 1-2 Bolton Wanderers | Sky Bet League One |
| 2 | Tue 13 Aug | 51-1 v Mansfield TownBolton Wanderers 1-1 Mansfield Town | Carabao Cup First Round |
| 3 | Sun 18 Aug | 5 0-0 v WrexhamBolton Wanderers 0-0 Wrexham | Sky Bet League One |
| 4 | Sat 24 Aug | 5 0-2 v Charlton AthleticCharlton Athletic 2-0 Bolton Wanderers | Sky Bet League One |
| 5 | Tue 27 Aug | 52-0 v Shrewsbury TownShrewsbury Town 0-2 Bolton Wanderers | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 5 0-2 v Exeter CityBolton Wanderers 0-2 Exeter City | Sky Bet League One |
| 7 | Tue 3 Sep | 53-2 v BarrowBarrow 2-3 Bolton Wanderers | EFL Trophy Northern Group D |
| 8 | Sat 14 Sep | 50-4 v Huddersfield TownBolton Wanderers 0-4 Huddersfield Town | Sky Bet League One |
| 9 | Sat 21 Sep | 5 5-2 v ReadingBolton Wanderers 5-2 Reading | Sky Bet League One |
| 10 | Wed 25 Sep | 51-5 v ArsenalArsenal 5-1 Bolton Wanderers | Carabao Cup Third Round |
| 11 | Sat 28 Sep | 52-0 v Crawley TownCrawley Town 0-2 Bolton Wanderers | Sky Bet League One |
| 12 | Tue 1 Oct | 54-2 v Northampton TownNorthampton Town 2-4 Bolton Wanderers | Sky Bet League One |
| 13 | Sat 5 Oct | 52-2 v Shrewsbury TownBolton Wanderers 2-2 Shrewsbury Town | Sky Bet League One |
| 14 | Sat 19 Oct | 52-1 v Burton AlbionBolton Wanderers 2-1 Burton Albion | Sky Bet League One |
| 15 | Tue 22 Oct | 50-2 v Birmingham CityBirmingham City 2-0 Bolton Wanderers | Sky Bet League One |
| 16 | Tue 29 Oct | 5 4-1 v StevenageStevenage 1-4 Bolton Wanderers | Sky Bet League One |
| 17 | Sat 9 Nov | 50-5 v Stockport CountyStockport County 5-0 Bolton Wanderers | Sky Bet League One |
| 18 | Sat 23 Nov | 52-1 v BlackpoolBolton Wanderers 2-1 Blackpool | Sky Bet League One |
| 19 | Tue 26 Nov | 51-1 v Cambridge UnitedCambridge United 1-1 Bolton Wanderers | Sky Bet League One |
| 20 | Tue 3 Dec | 53-1 v Mansfield TownBolton Wanderers 3-1 Mansfield Town | Sky Bet League One |
| 21 | Tue 10 Dec | 53-1 v Huddersfield TownBolton Wanderers 3-1 Huddersfield Town | EFL Trophy Second Round |
| 22 | Sat 14 Dec | 5 0-2 v Wigan AthleticBolton Wanderers 0-2 Wigan Athletic | Sky Bet League One |
| 23 | Thu 26 Dec | 51-2 v BarnsleyBolton Wanderers 1-2 Barnsley | Sky Bet League One |
| 24 | Sun 29 Dec | 53-0 v Lincoln CityBolton Wanderers 3-0 Lincoln City | Sky Bet League One |
| 25 | Wed 1 Jan | 5 1-2 v Mansfield TownMansfield Town 2-1 Bolton Wanderers | Sky Bet League One |
| 26 | Sat 4 Jan | 52-1 v Exeter CityExeter City 1-2 Bolton Wanderers | Sky Bet League One |
| 27 | Sat 11 Jan | 5 1-3 v Rotherham UnitedRotherham United 3-1 Bolton Wanderers | Sky Bet League One |
| 28 | Tue 14 Jan | 5 1-0 v Lincoln CityLincoln City 0-1 Bolton Wanderers | EFL Trophy Third Round |
| 29 | Sat 18 Jan | 52-2 v Cambridge UnitedBolton Wanderers 2-2 Cambridge United | Sky Bet League One |
| 30 | Sat 12 Apr | 51-4 v BarnsleyBarnsley 4-1 Bolton Wanderers | Sky Bet League One |
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