Här visas Middlesbrough's matcher, klicka på resultatet för att läsa mer om matchen.
| Lag | Matchtyp | Resultat | Matchstart |
|---|---|---|---|
| West Bromwich Albion - Middlesbrough | Championship | - | 2019-12-29 16:00 |
| Middlesbrough - Huddersfield Town | Championship | - | 2019-12-26 16:00 |
| Middlesbrough - Stoke City | Championship | - | 2019-12-20 20:45 |
| Swansea - Middlesbrough | Championship | - | 2019-12-14 16:00 |
| Nottingham Forest - Middlesbrough | Championship | - | 2019-12-10 20:45 |
| Middlesbrough - Charlton Athletic | Championship | - | 2019-12-07 16:00 |
| Leeds United - Middlesbrough | Championship | 4 - 0 | 2019-11-30 16:00 |
| Middlesbrough - Barnsley | Championship | 1 - 0 | 2019-11-27 20:45 |
| Middlesbrough - Hull City | Championship | 2 - 2 | 2019-11-24 13:00 |
| Queens Park Rangers - Middlesbrough | Championship | 2 - 2 | 2019-11-09 16:00 |
| Derby County - Middlesbrough | Championship | 2 - 0 | 2019-11-02 16:00 |
| Middlesbrough - Fulham | Championship | 0 - 0 | 2019-10-26 16:00 |
| Huddersfield Town - Middlesbrough | Championship | 0 - 0 | 2019-10-23 20:45 |
| Middlesbrough - West Bromwich Albion | Championship | 0 - 1 | 2019-10-19 16:00 |
| Birmingham City - Middlesbrough | Championship | 2 - 1 | 2019-10-04 20:45 |
| Middlesbrough - Preston North End | Championship | 1 - 1 | 2019-10-01 20:45 |
| Middlesbrough - Sheffield Wednesday | Championship | 1 - 4 | 2019-09-28 16:00 |
| Cardiff City - Middlesbrough | Championship | 1 - 0 | 2019-09-21 16:00 |
| Middlesbrough - Reading | Championship | 1 - 0 | 2019-09-14 16:00 |
| Bristol City - Middlesbrough | Championship | 2 - 2 | 2019-08-31 13:30 |
| Middlesbrough - Millwall | Championship | 1 - 1 | 2019-08-24 16:00 |
| Middlesbrough - Wigan Athletic | Championship | 1 - 0 | 2019-08-20 20:45 |
| Blackburn Rovers - Middlesbrough | Championship | 1 - 0 | 2019-08-17 16:00 |
| Middlesbrough - Crewe Alexandra | Ligacupen | 2 - 2 | 2019-08-13 20:45 |
| Middlesbrough - Brentford | Championship | 0 - 1 | 2019-08-10 16:00 |
| Luton Town - Middlesbrough | Championship | 3 - 3 | 2019-08-02 20:45 |
