| 1 | Sat 5 Jan 2019 | 5-2 v WalsallBolton Wanderers 5-2 Walsall | Emirates FA Cup Third Round |
| 2 | Fri 25 Jan 2019 | 1-2 v Bristol CityBristol City 2-1 Bolton Wanderers | Emirates FA Cup Fourth Round |
| 3 | Tue 29 Jan 2019 | 1-1 v ReadingBolton Wanderers 1-1 Reading | Sky Bet Championship |
| 4 | Sat 2 Feb 2019 | 0-2 v Sheffield UnitedSheffield United 2-0 Bolton Wanderers | Sky Bet Championship |
| 5 | Sat 9 Feb 2019 | 1-2 v Preston North EndBolton Wanderers 1-2 Preston North End | Sky Bet Championship |
| 6 | Sat 2 Mar 2019 | 0-2 v Swansea CitySwansea City 2-0 Bolton Wanderers | Sky Bet Championship |
| 7 | Tue 12 Mar 2019 | 0-2 v Sheffield WednesdayBolton Wanderers 0-2 Sheffield Wednesday | Sky Bet Championship |
| 8 | Sat 6 Apr 2019 | 1-2 v Ipswich TownBolton Wanderers 1-2 Ipswich Town | Sky Bet Championship |
| 9 | Tue 9 Apr 2019 | 0-2 v MiddlesbroughBolton Wanderers 0-2 Middlesbrough | Sky Bet Championship |
| 10 | Sat 13 Apr 2019 | 0-4 v Derby CountyDerby County 4-0 Bolton Wanderers | Sky Bet Championship |
| 11 | Fri 19 Apr 2019 | 0-2 v Aston VillaBolton Wanderers 0-2 Aston Villa | Sky Bet Championship |
| 12 | Mon 22 Apr 2019 | 0-2 v Blackburn RoversBlackburn Rovers 2-0 Bolton Wanderers | Sky Bet Championship |
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