- 23 October 2026, Bolton Wanderers vs Middlesbrough, 1-5, Win
- 17 October 2026, Middlesbrough vs Cardiff City, 2-2, Draw
- 13 October 2026, Stoke City vs Middlesbrough, 2-3, Win
- 10 October 2026, Middlesbrough vs Wolverhampton Wanderers, 1-0, Win
- 19 September 2026, Birmingham City vs Middlesbrough, 2-2, Draw
Middlesbrough
Home
- 24 October 2026, Charlton Athletic vs Norwich City, 1-3, Lose
- 17 October 2026, Watford vs Charlton Athletic, 2-0, Lose
- 13 October 2026, Burnley vs Charlton Athletic, 2-2, Draw
- 10 October 2026, Charlton Athletic vs Bristol City, 1-1, Draw
- 19 September 2026, Cardiff City vs Charlton Athletic, 3-1, Lose
Charlton Athletic
Away
Championship
Football - England
Form Guide
| Win | 1-5 | Bolton Wanderers vs Middlesbrough | |
| Draw | 2-2 | Middlesbrough vs Cardiff City | |
| Win | 2-3 | Stoke City vs Middlesbrough | |
| Win | 1-0 | Middlesbrough vs Wolverhampton Wanderers | |
| Draw | 2-2 | Birmingham City vs Middlesbrough |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 13:7
- GOALS / MATCH
- 2.6
- Middlesbrough has won three out of its last five matches with a goal difference of 13:7, scoring 2.6 goals average
| Lose | 1-3 | Charlton Athletic vs Norwich City | |
| Lose | 2-0 | Watford vs Charlton Athletic | |
| Draw | 2-2 | Burnley vs Charlton Athletic | |
| Draw | 1-1 | Charlton Athletic vs Bristol City | |
| Lose | 3-1 | Cardiff City vs Charlton Athletic |
- PLAYED
- 5
- WINS
- 0
- GOALS
- 5:11
- GOALS / MATCH
- 1
- Charlton Athletic has lost three matches in a row with a goal difference of 5:11, scoring 1 goals average
Middlesbrough H2H Charlton Athletic
| Home game | Middlesbrough | 0 | 1 | Charlton Athletic | Away game | Championship | |
| Away game | Middlesbrough | 2 | 1 | Charlton Athletic | Home game | Championship | |
| Away game | Middlesbrough | 1 | 0 | Charlton Athletic | Home game | Championship | |
| Home game | Middlesbrough | 1 | 0 | Charlton Athletic | Away game | Championship | |
| Away game | Middlesbrough | 0 | 2 | Charlton Athletic | Home game | Championship |
- PLAYED
- 5
- WINS
- 3
- GOALS
- 4:4
- GOALS / MATCH
- 0.80
- In the last five matches that these two sides meet, Middlesbrough overtook Charlton Athletic three times
- Middlesbrough won three times, lost twice
- Teams played five times head-to-head in the current season with the goals score 4:4; average goals per match – 0.80
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