| 1 | Sat 10 Aug | 102-1 v Leyton OrientLeyton Orient 1-2 Bolton Wanderers | Sky Bet League One |
| 2 | Tue 13 Aug | 101-1 v Mansfield TownBolton Wanderers 1-1 Mansfield Town | Carabao Cup First Round |
| 3 | Sun 18 Aug | 100-0 v WrexhamBolton Wanderers 0-0 Wrexham | Sky Bet League One |
| 4 | Sat 24 Aug | 100-2 v Charlton AthleticCharlton Athletic 2-0 Bolton Wanderers | Sky Bet League One |
| 5 | Tue 27 Aug | 102-0 v Shrewsbury TownShrewsbury Town 0-2 Bolton Wanderers | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 100-2 v Exeter CityBolton Wanderers 0-2 Exeter City | Sky Bet League One |
| 7 | Sat 14 Sep | 100-4 v Huddersfield TownBolton Wanderers 0-4 Huddersfield Town | Sky Bet League One |
| 8 | Sat 21 Sep | 105-2 v ReadingBolton Wanderers 5-2 Reading | Sky Bet League One |
| 9 | Wed 25 Sep | 101-5 v ArsenalArsenal 5-1 Bolton Wanderers | Carabao Cup Third Round |
| 10 | Sat 28 Sep | 102-0 v Crawley TownCrawley Town 0-2 Bolton Wanderers | Sky Bet League One |
| 11 | Tue 1 Oct | 104-2 v Northampton TownNorthampton Town 2-4 Bolton Wanderers | Sky Bet League One |
| 12 | Sat 5 Oct | 102-2 v Shrewsbury TownBolton Wanderers 2-2 Shrewsbury Town | Sky Bet League One |
| 13 | Sat 19 Oct | 102-1 v Burton AlbionBolton Wanderers 2-1 Burton Albion | Sky Bet League One |
| 14 | Tue 22 Oct | 100-2 v Birmingham CityBirmingham City 2-0 Bolton Wanderers | Sky Bet League One |
| 15 | Tue 29 Oct | 104-1 v StevenageStevenage 1-4 Bolton Wanderers | Sky Bet League One |
| 16 | Sat 2 Nov | 101-2 v WalsallWalsall 2-1 Bolton Wanderers | Emirates FA Cup First Round |
| 17 | Sat 9 Nov | 100-5 v Stockport CountyStockport County 5-0 Bolton Wanderers | Sky Bet League One |
| 18 | Sat 23 Nov | 102-1 v BlackpoolBolton Wanderers 2-1 Blackpool | Sky Bet League One |
| 19 | Tue 26 Nov | 101-1 v Cambridge UnitedCambridge United 1-1 Bolton Wanderers | Sky Bet League One |
| 20 | Tue 3 Dec | 103-1 v Mansfield TownBolton Wanderers 3-1 Mansfield Town | Sky Bet League One |
| 21 | Tue 10 Dec | 103-1 v Huddersfield TownBolton Wanderers 3-1 Huddersfield Town | EFL Trophy Second Round |
| 22 | Sat 14 Dec | 100-2 v Wigan AthleticBolton Wanderers 0-2 Wigan Athletic | Sky Bet League One |
| 23 | Fri 20 Dec | 100-0 v Wycombe WanderersWycombe Wanderers 0-0 Bolton Wanderers | Sky Bet League One |
| 24 | Thu 26 Dec | 10 1-2 v BarnsleyBolton Wanderers 1-2 Barnsley | Sky Bet League One |
| 25 | Sun 29 Dec | 103-0 v Lincoln CityBolton Wanderers 3-0 Lincoln City | Sky Bet League One |
| 26 | Wed 1 Jan | 101-2 v Mansfield TownMansfield Town 2-1 Bolton Wanderers | Sky Bet League One |
| 27 | Sat 4 Jan | 102-1 v Exeter CityExeter City 1-2 Bolton Wanderers | Sky Bet League One |
| 28 | Sat 11 Jan | 101-3 v Rotherham UnitedRotherham United 3-1 Bolton Wanderers | Sky Bet League One |
| 29 | Sat 25 Jan | 150-1 v Bolton WanderersHuddersfield Town 0-1 Bolton Wanderers | Sky Bet League One |
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