| 1 | Sat 10 Aug 2019 | 1-2 v Cardiff CityCardiff City 2-1 Luton Town | Sky Bet Championship |
| 2 | Tue 13 Aug 2019 | 3-1 v Ipswich TownLuton Town 3-1 Ipswich Town | Carabao Cup First Round |
| 3 | Tue 20 Aug 2019 | 0-1 v Sheffield WednesdaySheffield Wednesday 1-0 Luton Town | Sky Bet Championship |
| 4 | Sat 24 Aug 2019 | 3-1 v BarnsleyBarnsley 1-3 Luton Town | Sky Bet Championship |
| 5 | Tue 27 Aug 2019 | 3-0 v Cardiff CityCardiff City 0-3 Luton Town | Carabao Cup Second Round |
| 6 | Sat 31 Aug 2019 | 2-1 v Huddersfield TownLuton Town 2-1 Huddersfield Town | Sky Bet Championship |
| 7 | Sat 14 Sep 2019 | 2-3 v Queens Park RangersQueens Park Rangers 3-2 Luton Town | Sky Bet Championship |
| 8 | Sat 21 Sep 2019 | 0-3 v Hull CityLuton Town 0-3 Hull City | Sky Bet Championship |
| 9 | Sat 28 Sep 2019 | 2-1 v Blackburn RoversBlackburn Rovers 1-2 Luton Town | Sky Bet Championship |
| 10 | Wed 2 Oct 2019 | 1-1 v MillwallLuton Town 1-1 Millwall | Sky Bet Championship |
| 11 | Sat 5 Oct 2019 | 0-2 v Derby CountyDerby County 2-0 Luton Town | Sky Bet Championship |
| 12 | Sat 19 Oct 2019 | 3-0 v Bristol CityLuton Town 3-0 Bristol City | Sky Bet Championship |
| 13 | Wed 23 Oct 2019 | 2-3 v FulhamFulham 3-2 Luton Town | Sky Bet Championship |
| 14 | Sat 2 Nov 2019 | 1-2 v Nottingham ForestLuton Town 1-2 Nottingham Forest | Sky Bet Championship |
| 15 | Sat 23 Nov 2019 | 1-2 v Leeds UnitedLuton Town 1-2 Leeds United | Sky Bet Championship |
| 16 | Tue 26 Nov 2019 | 2-1 v Charlton AthleticLuton Town 2-1 Charlton Athletic | Sky Bet Championship |
| 17 | Sat 30 Nov 2019 | 0-7 v BrentfordBrentford 7-0 Luton Town | Sky Bet Championship |
| 18 | Sat 7 Dec 2019 | 2-1 v Wigan AthleticLuton Town 2-1 Wigan Athletic | Sky Bet Championship |
| 19 | Tue 10 Dec 2019 | 0-3 v Stoke CityStoke City 3-0 Luton Town | Sky Bet Championship |
| 20 | Sat 14 Dec 2019 | 1-2 v Preston North EndPreston North End 2-1 Luton Town | Sky Bet Championship |
| 21 | Sat 21 Dec 2019 | 0-1 v Swansea CityLuton Town 0-1 Swansea City | Sky Bet Championship |
| 22 | Thu 26 Dec 2019 | 3-3 v FulhamLuton Town 3-3 Fulham | Sky Bet Championship |
| 23 | Sun 29 Dec 2019 | 0-3 v Bristol CityBristol City 3-0 Luton Town | Sky Bet Championship |
| 24 | Wed 1 Jan 2020 | 1-3 v MillwallMillwall 3-1 Luton Town | Sky Bet Championship |
| 25 | Sat 11 Jan 2020 | 1-2 v Birmingham CityLuton Town 1-2 Birmingham City | Sky Bet Championship |
| 26 | Sun 19 Jan 2020 | 1-3 v Nottingham ForestNottingham Forest 3-1 Luton Town | Sky Bet Championship |
| 27 | Sat 1 Feb 2020 | 0-2 v West Bromwich AlbionWest Bromwich Albion 2-0 Luton Town | Sky Bet Championship |
| 28 | Sat 8 Feb 2020 | 0-1 v Cardiff CityLuton Town 0-1 Cardiff City | Sky Bet Championship |
| 29 | Wed 12 Feb 2020 | 1-0 v Sheffield WednesdayLuton Town 1-0 Sheffield Wednesday | Sky Bet Championship |
| 30 | Sat 15 Feb 2020 | 1-0 v MiddlesbroughMiddlesbrough 0-1 Luton Town | Sky Bet Championship |
| 31 | Sat 22 Feb 2020 | 1-3 v Charlton AthleticCharlton Athletic 3-1 Luton Town | Sky Bet Championship |
| 32 | Sat 20 Jun 2020 | 261-1 v Preston North EndLuton Town 1-1 Preston North End | Sky Bet Championship |
| 33 | Sat 27 Jun 2020 | 261-0 v Swansea CitySwansea City 0-1 Luton Town | Sky Bet Championship |
| 34 | Tue 30 Jun 2020 | 261-1 v Leeds UnitedLeeds United 1-1 Luton Town | Sky Bet Championship |
| 35 | Sat 4 Jul 2020 | 260-5 v ReadingLuton Town 0-5 Reading | Sky Bet Championship |
| 36 | Tue 7 Jul 2020 | 261-1 v BarnsleyLuton Town 1-1 Barnsley | Sky Bet Championship |
| 37 | Fri 10 Jul 2020 | 262-0 v Huddersfield TownHuddersfield Town 0-2 Luton Town | Sky Bet Championship |
| 38 | Tue 14 Jul 2020 | 261-1 v Queens Park RangersLuton Town 1-1 Queens Park Rangers | Sky Bet Championship |
| 39 | Sat 18 Jul 2020 | 261-0 v Hull CityHull City 0-1 Luton Town | Sky Bet Championship |
| 40 | Wed 22 Jul 2020 | 263-2 v Blackburn RoversLuton Town 3-2 Blackburn Rovers | Sky Bet Championship |
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