Charlton Athletic vs Middlesbrough Predictions and Betting Tips | December 9th 2025

Charlton Athletic will host Middlesbrough at the Valley on Saturday in the 19th round of the 2025-26 EFL Championship campaign. The hosts will have their work cut out for them when they face one of the division’s best sides but will remain optimistic to get a result.

Charlton and Portsmouth were featuring in a goalless draw in the first half of their meeting on Saturday before the game was brought to an abrupt end after a fan died in the stands. The Addicks go into this midweek on a four-game losing streak that has seen them fall into 17th place in the league table and will need to turn things around soon to avoid being dragged into a mid-season relegation tussle.

Middlesbrough, on the other hand, picked up their 10th win from 19 league games with an easy 4-1 away victory over Hull City to remain second in the table with 36 points and will be confident to continue in the same vein when they make the trip to London this week. Newly hired manager, Kim Hellberg has won both of his two games in charge and will have his sights set on closing the nine point-gap between his team and league leaders Coventry City.

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Charlton Athletic vs Middlesbrough Head-to-Head and Key Numbers

• The two teams have met on 106 previous occasions going into this weekend’s fixture. Charlton have won 36 of those matches, 25 have ended in draws while Middlesbrough have won the remaining 45.
• The hosts have managed just one win in this fixture since March 2006.
• The visitors have kept clean sheets in six of the last eight editions of this fixture.
• Charlton have the joint-third worst offensive record in the Championship having only scored 18 goals across 18 games.
• Middlesbrough have the joint-third-best defensive record in the English second tier this season with 20 goals conceded across the 18 games played.

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Charlton Athletic vs Middlesbrough Prediction

The Addicks are underdogs going into this midweek fixture despite their home advantage and will need something special to avoid defeat against a much stronger side.

Boro will only need to avoid complacency to secure maximum points away from home and will rely on their much better offensive strength to get a result.

Prediction: Charlton Athletic 1-2 Middlesbrough

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Charlton Athletic vs Middlesbrough Betting Tips

Tip 1 - Result: Middlesbrough to win

Tip 2 - Goals - Over/under 2.5 - Over 2.5 goals (Four of the visitors’ last five games have featured more than 2.5 goals)

Tip 3 - Both teams to score: Yes (Both teams have gotten on the scoresheet in each of the visitors' last six games)