- 02 May 2026, Swansea City vs Charlton Athletic, 3-1, Lose
- 25 April 2026, Charlton Athletic vs Hull City, 2-1, Win
- 22 April 2026, Charlton Athletic vs Ipswich Town, 1-2, Lose
- 18 April 2026, Sheffield Wednesday vs Charlton Athletic, 1-1, Draw
- 11 April 2026, Charlton Athletic vs Preston North End, 1-2, Lose
- 23 May 2026, Hull City vs Middlesbrough, 1-0, Lose
- 12 May 2026, Southampton vs Middlesbrough, 2-1, Lose
- 09 May 2026, Middlesbrough vs Southampton, 0-0, Draw
- 02 May 2026, Wrexham FC vs Middlesbrough, 2-2, Draw
- 25 April 2026, Middlesbrough vs Watford, 5-1, Win
In this Championship clash, Middlesbrough managed to secure a 2-1 victory over Charlton Athletic, largely due to their clinical finishing in the first half. Middlesbrough took an early lead with a precise goal at the 33rd minute and doubled their advantage just before the halftime whistle. Charlton's defense struggled to contain Middlesbrough’s forward movements, which were both efficient and effective, despite having equal corner opportunities, with both teams earning five each.
Charlton displayed a higher level of aggression throughout the match, as highlighted by their 19 fouls compared to Middlesbrough's 5. This aggression was further emphasized by Charlton receiving four yellow cards, two within a short span in the second half, indicating disciplinary lapses that disrupted their rhythm. The second yellow card after halftime was quite costly, as it created a cautious approach to their defense, limiting their ability to press high without risking a send-off.
Despite going down 2-0, Charlton rallied in the second half, making tactical substitutions to regain control. They successfully found the back of the net once at the 80th minute, sustaining pressure through shots on target, but ultimately couldn't pierce Middlesbrough’s defense a second time. Middlesbrough’s disciplined defense, coupled with Charlton's offside traps being broken only once, proved crucial in maintaining their lead. Overall, the efficient use of their chances and composed defensive plays underpinned Middlesbrough’s eventual victory.
Form Guide
| Lose | 3-1 | Swansea City vs Charlton Athletic | |
| Win | 2-1 | Charlton Athletic vs Hull City | |
| Lose | 1-2 | Charlton Athletic vs Ipswich Town | |
| Draw | 1-1 | Sheffield Wednesday vs Charlton Athletic | |
| Lose | 1-2 | Charlton Athletic vs Preston North End |
- PLAYED
- 5
- WINS
- 1
- GOALS
- 6:9
- GOALS / MATCH
- 1.2
- Charlton Athletic has won only one out of its last five matches with a goal difference of 6:9, scoring 1.2 goals average
| Lose | 1-0 | Hull City vs Middlesbrough | |
| Lose | 2-1 | Southampton vs Middlesbrough | |
| Draw | 0-0 | Middlesbrough vs Southampton | |
| Draw | 2-2 | Wrexham FC vs Middlesbrough | |
| Win | 5-1 | Middlesbrough vs Watford |
- PLAYED
- 5
- WINS
- 1
- GOALS
- 8:6
- GOALS / MATCH
- 1.6
- Middlesbrough has won only one out of its last five matches with a goal difference of 8:6, scoring 1.6 goals average
Charlton Athletic H2H Middlesbrough
| Away game | Charlton Athletic | 1 | 0 | Middlesbrough | Home game | Championship | |
| Home game | Charlton Athletic | 1 | 2 | Middlesbrough | Away game | Championship | |
| Home game | Charlton Athletic | 0 | 1 | Middlesbrough | Away game | Championship | |
| Away game | Charlton Athletic | 0 | 1 | Middlesbrough | Home game | Championship | |
| Home game | Charlton Athletic | 2 | 0 | Middlesbrough | Away game | Championship |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 4:4
- GOALS / MATCH
- 0.80
- Charlton Athletic lost three times in head-to-head matches
- 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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