| 1 | Fri 19 Sep | 132-1 v West Bromwich AlbionMiddlesbrough 2-1 West Bromwich Albion | Sky Bet Championship | 1 |
| 2 | Fri 5 Dec | 134-1 v Hull CityHull City 1-4 Middlesbrough | Sky Bet Championship | 1 |
| 3 | Sat 13 Dec | 133-1 v Queens Park RangersMiddlesbrough 3-1 Queens Park Rangers | Sky Bet Championship | 1 |
| 4 | Mon 2 Mar | 133-1 v Birmingham CityBirmingham City 1-3 Middlesbrough | Sky Bet Championship | 1 |
| 5 | Sun 19 Apr | 132-2 v Ipswich TownIpswich Town 2-2 Middlesbrough | Sky Bet Championship | 1 |
| 6 | Sat 25 Apr | 135-1 v WatfordMiddlesbrough 5-1 Watford | Sky Bet Championship | 1 |
| 7 | Sat 2 May | 132-2 v WrexhamWrexham 2-2 Middlesbrough | Sky Bet Championship | 1 |
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