1 | Sat 7 Dec 2019 | 1-0 v Charlton AthleticMiddlesbrough 1-0 Charlton Athletic | Sky Bet Championship |
2 | Tue 10 Dec 2019 | 1-1 v Nottingham ForestNottingham Forest 1-1 Middlesbrough | Sky Bet Championship |
3 | Fri 20 Dec 2019 | 2-1 v Stoke CityMiddlesbrough 2-1 Stoke City | Sky Bet Championship |
4 | Thu 26 Dec 2019 | 1-0 v Huddersfield TownMiddlesbrough 1-0 Huddersfield Town | Sky Bet Championship |
5 | Sun 29 Dec 2019 | 2-0 v West Bromwich AlbionWest Bromwich Albion 0-2 Middlesbrough | Sky Bet Championship |
6 | Wed 1 Jan 2020 | 2-0 v Preston North EndPreston North End 0-2 Middlesbrough | Sky Bet Championship |
7 | Sun 5 Jan 2020 | 1-1 v Tottenham HotspurMiddlesbrough 1-1 Tottenham Hotspur | Emirates FA Cup Third Round |
8 | Sat 11 Jan 2020 | 2-2 v Derby CountyMiddlesbrough 2-2 Derby County | Sky Bet Championship |
9 | Tue 14 Jan 2020 | 1-2 v Tottenham HotspurTottenham Hotspur 2-1 Middlesbrough | Emirates FA Cup Third Round Replay |
10 | Fri 17 Jan 2020 | 0-1 v FulhamFulham 1-0 Middlesbrough | Sky Bet Championship |
11 | Tue 21 Jan 2020 | 1-1 v Birmingham CityMiddlesbrough 1-1 Birmingham City | Sky Bet Championship |
12 | Sat 1 Feb 2020 | 1-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
13 | Tue 11 Feb 2020 | 2-2 v Wigan AthleticWigan Athletic 2-2 Middlesbrough | Sky Bet Championship |
14 | Sat 15 Feb 2020 | 0-1 v Luton TownMiddlesbrough 0-1 Luton Town | Sky Bet Championship |
15 | Mon 2 Mar 2020 | 2-2 v Nottingham ForestMiddlesbrough 2-2 Nottingham Forest | Sky Bet Championship |
16 | Sat 7 Mar 2020 | 1-0 v Charlton AthleticCharlton Athletic 0-1 Middlesbrough | Sky Bet Championship |
17 | Sat 20 Jun 2020 | 290-3 v Swansea CityMiddlesbrough 0-3 Swansea City | Sky Bet Championship |
18 | Sat 27 Jun 2020 | 292-0 v Stoke CityStoke City 0-2 Middlesbrough | Sky Bet Championship |
19 | Thu 2 Jul 2020 | 291-2 v Hull CityHull City 2-1 Middlesbrough | Sky Bet Championship |
20 | Wed 8 Jul 2020 | 292-0 v MillwallMillwall 0-2 Middlesbrough | Sky Bet Championship |
21 | Sat 11 Jul 2020 | 291-3 v Bristol CityMiddlesbrough 1-3 Bristol City | Sky Bet Championship |
22 | Tue 14 Jul 2020 | 292-1 v ReadingReading 1-2 Middlesbrough | Sky Bet Championship |
23 | Sat 18 Jul 2020 | 291-3 v Cardiff CityMiddlesbrough 1-3 Cardiff City | Sky Bet Championship |
24 | Wed 22 Jul 2020 | 292-1 v Sheffield WednesdaySheffield Wednesday 1-2 Middlesbrough | Sky Bet Championship |