Chelsea vs AC Milan prediction, preview & betting tips – 08/08/2026
Xabi Alonso speaks to the reporters - photo by IMAGO / VCG
🔥 Our Hot tip

Over 2.5 goals

Both teams have produced Over 2.5 goals in four of their last five matches.

Chelsea will be looking to avoid a third straight defeat when they face AC Milan in a pre-season friendly at Gelora Bung Karno Madya Stadium in Indonesia.

The Blues endured a disappointing 2025-26 campaign, finishing 10th in the Premier League, and will begin a new era under the guidance of Xabi Alonso.

AC Milan have also appointed a new manager, with Ruben Amorim taking charge as he looks to rebuild his reputation following a difficult spell at Manchester United.

Read our prediction, preview and betting tips for the game below, and make sure to check out our today's betting tips page for more of our expert predictions.

Chelsea vs AC Milan key stats

  • Chelsea have not kept a clean sheet in their last eight matches.
  • Each of AC Milan's last 10 matches has produced Under 10.5 corners.
  • The Red and Black have not won their last three matches.

Chelsea vs AC Milan preview: Can the Blues avoid third defeat in a row?

Chelsea vs AC Milan — Tale of the Tape

Chelsea vs AC Milan
NAPositionNA
NAPointsNA
NAGoals ForNA
NAGoals AgainstNA
NAClean SheetsNA
NAHome / Away RankNA

Chelsea endured a disappointing 2025-26 Premier League campaign, losing 14 matches and finishing outside the European qualification places, meaning there will be no continental football at Stamford Bridge this season.

The Blues have since embarked on a major rebuild, bringing in several new signings as Xabi Alonso looks to reshape the squad and implement his own style of play.

The Spaniard is still in the early stages of his tenure, and the pre-season has underlined that there is plenty of work ahead before Chelsea are ready for the new campaign.

Chelsea opened their preparations with an entertaining 6-4 victory over Western Sydney, but have since suffered back-to-back defeats against Tottenham Hotspur and Juventus, leaving Alonso eager to end the tour on a positive note.

AC Milan looked on course for a top-three finish for much of last season, but a poor run during the closing weeks saw them miss out on Champions League qualification as Como capitalised on their slip-ups.

The Rossoneri won just one of their final five league matches, losing three, before turning to Ruben Amorim in an attempt to revive the club's fortunes.

Milan have strengthened their attacking options with the signing of Goncalo Ramos, who is expected to play a key role under the new manager.

The Italian giants are still searching for their first pre-season victory under Amorim, having drawn both of their friendly matches so far.

Chelsea vs AC Milan form guide & betting tips

Chelsea vs AC Milan — Last 5 Form Guide
Chelsea vs AC Milan
WLL
Form
DD
7Goals For3
7Goals Against3
WLL
Club friendlies
DD

Whispers predicts: Chelsea 2-2 AC Milan

Chelsea are favourites to win this friendly and are priced at 9/10 (1.90), although AC Milan's two consecutive draws suggest that the draw at 11/4 (3.75) is also worth considering.

Four of the last five matches involving both sides have seen goals at both ends, making BTTS – Yes at 4/9 (1.44) an attractive betting option.

Chelsea have conceded the opening goal in six of their last eight matches, so AC Milan to score first at 13/10 (2.30) also offers good value.

📈 Chelsea vs AC Milan — Whispers' Tips

> Match result: Draw at 11/4 (3.75) | Likelihood: Probable

> BTTS – Yes at 4/9 (1.44) | Likelihood: Probable

> AC Milan to score first at 13/10 (2.3) | Likelihood: Probable


Saikat is a freelance Sports Journalist with over ten years of experience covering football (and other sports) for various publications including GRV Media, Rocket Sports Network, Breaking Media, and Football Whispers. Saikat also has a keen interest in F1, cricket, and tennis and has taken face to face interviews of footballers such as Emile Heskey and Robbie Fowler.