1 | Sat 10 Aug 2019 | 0-1 v BrentfordMiddlesbrough 0-1 Brentford | Sky Bet Championship |
2 | Sat 17 Aug 2019 | 0-1 v Blackburn RoversBlackburn Rovers 1-0 Middlesbrough | Sky Bet Championship |
3 | Tue 20 Aug 2019 | 1-0 v Wigan AthleticMiddlesbrough 1-0 Wigan Athletic | Sky Bet Championship |
4 | Sat 24 Aug 2019 | 1-1 v MillwallMiddlesbrough 1-1 Millwall | Sky Bet Championship |
5 | Sat 31 Aug 2019 | 2-2 v Bristol CityBristol City 2-2 Middlesbrough | Sky Bet Championship |
6 | Sat 14 Sep 2019 | 1-0 v ReadingMiddlesbrough 1-0 Reading | Sky Bet Championship |
7 | Sat 21 Sep 2019 | 0-1 v Cardiff CityCardiff City 1-0 Middlesbrough | Sky Bet Championship |
8 | Sat 28 Sep 2019 | 1-4 v Sheffield WednesdayMiddlesbrough 1-4 Sheffield Wednesday | Sky Bet Championship |
9 | Tue 1 Oct 2019 | 1-1 v Preston North EndMiddlesbrough 1-1 Preston North End | Sky Bet Championship |
10 | Sat 19 Oct 2019 | 0-1 v West Bromwich AlbionMiddlesbrough 0-1 West Bromwich Albion | Sky Bet Championship |
11 | Wed 23 Oct 2019 | 0-0 v Huddersfield TownHuddersfield Town 0-0 Middlesbrough | Sky Bet Championship |
12 | Sat 26 Oct 2019 | 0-0 v FulhamMiddlesbrough 0-0 Fulham | Sky Bet Championship |
13 | Sat 2 Nov 2019 | 0-2 v Derby CountyDerby County 2-0 Middlesbrough | Sky Bet Championship |
14 | Sat 9 Nov 2019 | 2-2 v Queens Park RangersQueens Park Rangers 2-2 Middlesbrough | Sky Bet Championship |
15 | Sun 24 Nov 2019 | 2-2 v Hull CityMiddlesbrough 2-2 Hull City | Sky Bet Championship |
16 | Tue 10 Dec 2019 | 1-1 v Nottingham ForestNottingham Forest 1-1 Middlesbrough | Sky Bet Championship |
17 | Sat 14 Dec 2019 | 1-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
18 | Thu 26 Dec 2019 | 1-0 v Huddersfield TownMiddlesbrough 1-0 Huddersfield Town | Sky Bet Championship |
19 | Sun 29 Dec 2019 | 2-0 v West Bromwich AlbionWest Bromwich Albion 0-2 Middlesbrough | Sky Bet Championship |
20 | Wed 1 Jan 2020 | 2-0 v Preston North EndPreston North End 0-2 Middlesbrough | Sky Bet Championship |
21 | Tue 14 Jan 2020 | 1-2 v Tottenham HotspurTottenham Hotspur 2-1 Middlesbrough | Emirates FA Cup Third Round Replay |
22 | Tue 21 Jan 2020 | 1-1 v Birmingham CityMiddlesbrough 1-1 Birmingham City | Sky Bet Championship |
23 | Sat 1 Feb 2020 | 1-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
24 | Sat 8 Feb 2020 | 2-3 v BrentfordBrentford 3-2 Middlesbrough | Sky Bet Championship |
25 | Sat 22 Feb 2020 | 0-1 v BarnsleyBarnsley 1-0 Middlesbrough | Sky Bet Championship |
26 | Wed 26 Feb 2020 | 0-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
27 | Mon 2 Mar 2020 | 2-2 v Nottingham ForestMiddlesbrough 2-2 Nottingham Forest | Sky Bet Championship |
28 | Sat 7 Mar 2020 | 1-0 v Charlton AthleticCharlton Athletic 0-1 Middlesbrough | Sky Bet Championship |
29 | Sat 20 Jun 2020 | 210-3 v Swansea CityMiddlesbrough 0-3 Swansea City | Sky Bet Championship |
30 | Sat 27 Jun 2020 | 212-0 v Stoke CityStoke City 0-2 Middlesbrough | Sky Bet Championship |
31 | Thu 2 Jul 2020 | 211-2 v Hull CityHull City 2-1 Middlesbrough | Sky Bet Championship |
32 | Sun 5 Jul 2020 | 21 0-1 v Queens Park RangersMiddlesbrough 0-1 Queens Park Rangers | Sky Bet Championship |
33 | Wed 8 Jul 2020 | 212-0 v MillwallMillwall 0-2 Middlesbrough | Sky Bet Championship |
34 | Sat 11 Jul 2020 | 21 1-3 v Bristol CityMiddlesbrough 1-3 Bristol City | Sky Bet Championship |
35 | Tue 14 Jul 2020 | 212-1 v ReadingReading 1-2 Middlesbrough | Sky Bet Championship |
36 | Sat 18 Jul 2020 | 211-3 v Cardiff CityMiddlesbrough 1-3 Cardiff City | Sky Bet Championship |
37 | Wed 22 Jul 2020 | 212-1 v Sheffield WednesdaySheffield Wednesday 1-2 Middlesbrough | Sky Bet Championship |