Chelsea vs Milan Prediction 8 August 2026
🔊 Ahead of the new season, Chelsea and Milan will meet in a friendly match that will serve as a test for both sides. Xabi Alonso continues to rebuild the London club, while Ruben Amorim tries to find balance in his new squad. The head-to-head record favours the English side - all four previous matches have been won by Chelsea. For the Italians, this is a chance to end a poor run and make up for the negative impression left by recent friendlies, particularly their unconvincing display against Inter.
Head-to-Head
The last official encounter between the teams took place on 11 October 2022 and ended with a scoreline of 0:2. Here's a comparative breakdown of that match (home team - Chelsea):
- ball possession percentage: 53% vs 47%;
- corner kicks: 6 vs 3;
- fouls: 14 vs 8;
- yellow cards: 0 vs 1;
- shots on target: 8 vs 5.
📊 In the current decade, the teams have met three times, and Chelsea have won all three matches. In the most recent game, which took place in August 2025, the Blues won convincingly 4-1.
Head-to-head statistics Chelsea - Milan
Chelsea Team Overview
Xabi Alonso continues his large-scale rebuild of Chelsea, who finished tenth in the Premier League last season and were knocked out of the Champions League in the round of 16. During the summer transfer window, the Blues spent significant funds: Morgan Rogers was signed for £117 million, with Danny Welbeck and Jordan Henderson also joining the club. Pre-season results have been mixed: a win over Western Sydney Wanderers (6:4), and defeats to Tottenham (1:2) and Juventus (0:1).
The team's key players - Cole Palmer and Levi Colwill - missed the match against Juventus due to minor knocks, but according to the head coach their injuries are not serious and they are preparing for the match against Milan. Both are expected to feature, though not necessarily in the starting lineup. Alonso specifically stressed that Palmer's issue is not a recurrence of the groin injury that troubled him last season. Both players have recovered and are ready for the match, which is the main positive for the team ahead of the meeting with the Rossoneri.
Match Results: Chelsea
Milan Team Overview
Milan finished last season fifth in Serie A - 20 wins, 10 draws, 8 defeats. In the transfer window, the rossoneri have not been particularly active so far. The results of their friendly matches are unimpressive: draws with Inter (1:1) and Celtic (2:2). In the derby, defensive problems were clearly visible, which has caused concern among the fans.
The main intrigue is the situation surrounding Pervis Estupiñán. Ruben Amorim personally put his transfer to Aston Villa on hold in order to assess the player during pre-season. In the match against Inter, Estupiñán came on as a substitute and was at fault for the goal conceded. Fans demanded the player be sold, but Aston Villa have already agreed to sign another left back, so the deal for Estupiñán has most likely fallen through. Against Chelsea, Amorim will need to solve his defensive problems. It is possible that new signing Gonçalo Ramos, who joined from PSG, will appear in the lineup.
Match Results: Milan
Prediction for the 1st half
Head-to-head matches:
- Total encounters - 4;
- First-half wins for the home side (at home) - 1; for the visitors (away) - 0; number of draws - 0;
- Average first-half total: 1.5;
- Today's home team averages 1.25 goals in the first half, while the away team scores 0.25.
⭐ Editor's Pick
Both teams raise more questions than answers at this point. Chelsea and Milan are in the middle of a rebuild, and the managers need to test as many players as possible before the season starts - rotation and a loss of defensive balance are inevitable. The Blues have conceded in 2 of their last 3 friendly matches, while AC Milan's defensive problems became clear in the game against Inter. In head-to-head meetings the teams haven't been shy of goals either: at least three were scored in 2 of the last 3. The bet is total goals over 3. Exact score - 2:2.
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Betting Tips: Chelsea - Milan
in 14 of last 15 games (Club Friendly Games).
in 8 of last 9 games (Club Friendly Games).in 6 of last 7 games (Club Friendly Games).in last 7 games (Club Friendly Games).Comparison of Teams Stats
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