| 1 | Tue 24 Feb | 12 1-1 v Leicester CityMiddlesbrough 1-1 Leicester City | Sky Bet Championship |
| 2 | Mon 2 Mar | 123-1 v Birmingham CityBirmingham City 1-3 Middlesbrough | Sky Bet Championship |
| 3 | Sun 8 Mar | 124-0 v Queens Park RangersQueens Park Rangers 0-4 Middlesbrough | Sky Bet Championship |
| 4 | Wed 11 Mar | 120-1 v Charlton AthleticMiddlesbrough 0-1 Charlton Athletic | Sky Bet Championship |
| 5 | Sat 14 Mar | 121-1 v Bristol CityMiddlesbrough 1-1 Bristol City | Sky Bet Championship |
| 6 | Sat 21 Mar | 12 0-0 v Blackburn RoversBlackburn Rovers 0-0 Middlesbrough | Sky Bet Championship |
| 7 | Fri 3 Apr | 121-2 v MillwallMiddlesbrough 1-2 Millwall | Sky Bet Championship |
| 8 | Mon 6 Apr | 122-2 v Swansea CitySwansea City 2-2 Middlesbrough | Sky Bet Championship |
| 9 | Sat 11 Apr | 120-1 v PortsmouthMiddlesbrough 0-1 Portsmouth | Sky Bet Championship |
| 10 | Sun 19 Apr | 122-2 v Ipswich TownIpswich Town 2-2 Middlesbrough | Sky Bet Championship |
| 11 | Wed 22 Apr | 121-0 v Sheffield WednesdayMiddlesbrough 1-0 Sheffield Wednesday | Sky Bet Championship |
| 12 | Sat 25 Apr | 125-1 v WatfordMiddlesbrough 5-1 Watford | Sky Bet Championship |
| 13 | Sat 2 May | 122-2 v WrexhamWrexham 2-2 Middlesbrough | Sky Bet Championship |
| 14 | Sat 9 May | 120-0 v SouthamptonMiddlesbrough 0-0 Southampton | Sky Bet Championship Play-off Semi Final |
| 15 | Tue 12 May | 12 1-2 v SouthamptonSouthampton 2-1 Middlesbrough | Sky Bet Championship Play-off Semi Final |
| 16 | Sat 23 May | 120-1 v Hull CityHull City 1-0 Middlesbrough | Sky Bet Championship Play-off Final |
| 17 | Fri 7 Aug | 121-0 v WrexhamMiddlesbrough 1-0 Wrexham | Carabao Cup First Round |
| 18 | Sat 15 Aug | 122-1 v Lincoln CityMiddlesbrough 2-1 Lincoln City | Sky Bet Championship |
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