| 1 | 2/2/2019 | 0-2 v Sheffield UnitedSheffield United 2-0 Bolton Wanderers | Sky Bet Championship |
| 2 | 9/2/2019 | 1-2 v Preston North EndBolton Wanderers 1-2 Preston North End | Sky Bet Championship |
| 3 | 12/2/2019 | 1-0 v Birmingham CityBirmingham City 0-1 Bolton Wanderers | Sky Bet Championship |
| 4 | 16/2/2019 | 0-4 v Norwich CityBolton Wanderers 0-4 Norwich City | Sky Bet Championship |
| 5 | 23/2/2019 | 1-2 v Leeds UnitedLeeds United 2-1 Bolton Wanderers | Sky Bet Championship |
| 6 | 2/3/2019 | 0-2 v Swansea CitySwansea City 2-0 Bolton Wanderers | Sky Bet Championship |
| 7 | 9/3/2019 | 2-1 v MillwallBolton Wanderers 2-1 Millwall | Sky Bet Championship |
| 8 | 12/3/2019 | 0-2 v Sheffield WednesdayBolton Wanderers 0-2 Sheffield Wednesday | Sky Bet Championship |
| 9 | 16/3/2019 | 2-5 v Wigan AthleticWigan Athletic 5-2 Bolton Wanderers | Sky Bet Championship |
| 10 | 30/3/2019 | 2-1 v Queens Park RangersQueens Park Rangers 1-2 Bolton Wanderers | Sky Bet Championship |
| 11 | 6/4/2019 | 1-2 v Ipswich TownBolton Wanderers 1-2 Ipswich Town | Sky Bet Championship |
| 12 | 9/4/2019 | 0-2 v MiddlesbroughBolton Wanderers 0-2 Middlesbrough | Sky Bet Championship |
| 13 | 13/4/2019 | 0-4 v Derby CountyDerby County 4-0 Bolton Wanderers | Sky Bet Championship |
| 14 | 19/4/2019 | 0-2 v Aston VillaBolton Wanderers 0-2 Aston Villa | Sky Bet Championship |
| 15 | 22/4/2019 | 0-2 v Blackburn RoversBlackburn Rovers 2-0 Bolton Wanderers | Sky Bet Championship |
| 16 | 5/5/2019 | 0-1 v Nottingham ForestNottingham Forest 1-0 Bolton Wanderers | Sky Bet Championship |
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