1 | Sat 10 Aug 2019 | 0-1 v BrentfordMiddlesbrough 0-1 Brentford | Sky Bet Championship |
2 | Wed 23 Oct 2019 | 0-0 v Huddersfield TownHuddersfield Town 0-0 Middlesbrough | Sky Bet Championship |
3 | Sat 26 Oct 2019 | 0-0 v FulhamMiddlesbrough 0-0 Fulham | Sky Bet Championship |
4 | Sat 2 Nov 2019 | 0-2 v Derby CountyDerby County 2-0 Middlesbrough | Sky Bet Championship |
5 | Wed 27 Nov 2019 | 1-0 v BarnsleyMiddlesbrough 1-0 Barnsley | Sky Bet Championship |
6 | Sat 7 Dec 2019 | 1-0 v Charlton AthleticMiddlesbrough 1-0 Charlton Athletic | Sky Bet Championship |
7 | Tue 10 Dec 2019 | 1-1 v Nottingham ForestNottingham Forest 1-1 Middlesbrough | Sky Bet Championship |
8 | Sat 14 Dec 2019 | 1-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
9 | Fri 20 Dec 2019 | 2-1 v Stoke CityMiddlesbrough 2-1 Stoke City | Sky Bet Championship |
10 | Thu 26 Dec 2019 | 1-0 v Huddersfield TownMiddlesbrough 1-0 Huddersfield Town | Sky Bet Championship |
11 | Sun 29 Dec 2019 | 2-0 v West Bromwich AlbionWest Bromwich Albion 0-2 Middlesbrough | Sky Bet Championship |
12 | Wed 1 Jan 2020 | 2-0 v Preston North EndPreston North End 0-2 Middlesbrough | Sky Bet Championship |
13 | Sun 5 Jan 2020 | 1-1 v Tottenham HotspurMiddlesbrough 1-1 Tottenham Hotspur | Emirates FA Cup Third Round |
14 | Sat 11 Jan 2020 | 2-2 v Derby CountyMiddlesbrough 2-2 Derby County | Sky Bet Championship |
15 | Fri 17 Jan 2020 | 0-1 v FulhamFulham 1-0 Middlesbrough | Sky Bet Championship |
16 | Sat 1 Feb 2020 | 1-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
17 | Sat 8 Feb 2020 | 2-3 v BrentfordBrentford 3-2 Middlesbrough | Sky Bet Championship |
18 | Tue 11 Feb 2020 | 2-2 v Wigan AthleticWigan Athletic 2-2 Middlesbrough | Sky Bet Championship |
19 | Sat 15 Feb 2020 | 0-1 v Luton TownMiddlesbrough 0-1 Luton Town | Sky Bet Championship |
20 | Sat 22 Feb 2020 | 0-1 v BarnsleyBarnsley 1-0 Middlesbrough | Sky Bet Championship |
21 | Wed 26 Feb 2020 | 0-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
22 | Mon 2 Mar 2020 | 2-2 v Nottingham ForestMiddlesbrough 2-2 Nottingham Forest | Sky Bet Championship |
23 | Sat 7 Mar 2020 | 1-0 v Charlton AthleticCharlton Athletic 0-1 Middlesbrough | Sky Bet Championship |
24 | Sat 20 Jun 2020 | 330-3 v Swansea CityMiddlesbrough 0-3 Swansea City | Sky Bet Championship |
25 | Thu 2 Jul 2020 | 331-2 v Hull CityHull City 2-1 Middlesbrough | Sky Bet Championship |
26 | Sun 5 Jul 2020 | 330-1 v Queens Park RangersMiddlesbrough 0-1 Queens Park Rangers | Sky Bet Championship |
27 | Sat 11 Jul 2020 | 331-3 v Bristol CityMiddlesbrough 1-3 Bristol City | Sky Bet Championship |
28 | Tue 14 Jul 2020 | 332-1 v ReadingReading 1-2 Middlesbrough | Sky Bet Championship |
29 | Sat 18 Jul 2020 | 331-3 v Cardiff CityMiddlesbrough 1-3 Cardiff City | Sky Bet Championship |