| 1 | Tue 29 Aug | 103-1 v Bolton WanderersBolton Wanderers 1-3 Middlesbrough | Carabao Cup Second Round | 1 |
| 2 | Tue 26 Sep | 102-0 v Bradford CityBradford City 0-2 Middlesbrough | Carabao Cup Third Round | 1 |
| 3 | Sat 21 Oct | 101-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship | 1 |
| 4 | Tue 31 Oct | 10 3-2 v Exeter CityExeter City 2-3 Middlesbrough | Carabao Cup Fourth Round | 1 |
| 5 | Tue 19 Dec | 10 3-0 v Port ValePort Vale 0-3 Middlesbrough | Carabao Cup Quarter Final | 1 |
| 6 | Sat 23 Dec | 101-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship | 1 |
| 7 | Tue 23 Jan | 101-6 v ChelseaChelsea 6-1 Middlesbrough | Carabao Cup Semi Final | 1 |
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