AC Milan vs Bologna Head to Head: Who Holds the Edge Overall Head to Head?

AC Milan vs Bologna Head-to-Head Record: Stats, History & Latest Results

The Coppa Italia final – AC Milan vs Bologna is all set to be held at the iconic Stadio Olimpico on Wednesday. Both sides are chasing a long-overdue Coppa Italia glory. Milan’s last Coppa win dates back to over two decades ago in 2003. Meanwhile, Bologna have gone without the title since 1974.

This final marks their 15th meeting in the competition, where Milan are edging the head-to-head record. The Rossoneri are coming into the clash in resurgent form. They’ve finally strung together a run of four straight wins across all competitions which is something they hadn’t achieved in a year.

All roads lead to Rome 🇮🇹
Time to make history 👊#SiMuoveLaCittà #WeAreOne pic.twitter.com/6K2JoSwpx8
— Bologna FC 1909 (@BolognaFC1909en) May 14, 2025

Under Sergio Conceicao, Milan have adopted a more effective tactical setup. This has effectively yielded five wins from their last six matches. Bologna, meanwhile, have had a historic run to the final, reaching this stage for the first time in 25 years. Coach Vincenzo Italiano has guided them past Monza, Atalanta, and Empoli, and now faces his biggest challenge yet.

AC Milan vs Bologna Head to Head Record

Taking official competitions into consideration, the head-to-head record between AC Milan and Bologna stands at:

Total Matches: 50
AC Milan wins: 32
Draws: 11
Bologna wins: 7

Also Read: Where To Watch AC Milan vs Bologna Today? Coppa Italia Final, TV Channel, Live Streaming, and More

AC Milan vs Bologna Last 5 Matches Head to Head

AC Milan Wins: 2
Draw: 2
Bologna Wins: 1

Just days ago, Milan defeated Bologna 3-1 at San Siro in their latest Serie A clash. Riccardo Orsolini gave the visitors, Bologna, an early lead. However, Santiago Gimenez’s brace and a Christian Pulisic goal turned the tide in the hosts’ side. Thus, closing the points gap between the two sides in the league. Bologna are now in 7th place with 62 points, while Milan are in 8th place trailing by only two points having played the same number of games.

AC Milan vs Bologna Recent Head to Head Scores

Home Team	Away Team	Date	Scoreline	Competition
AC Milan	Bologna	May 10, 2025	AC Milan Win: 3-1	Serie A
Bologna	AC Milan	Feb 28, 2025	Bologna Win: 2-1	Serie A
AC Milan	Bologna	Jan 28, 2024	Draw: 2-2	Serie A
Bologna	AC Milan	Aug 22, 2023	AC Milan Win: 0-2	Serie A
Bologna	AC Milan	Apr 15, 2023	Draw: 1-1	Serie A

Also Read: How Many Times Have AC Milan Won the Coppa Italia Trophy?

AC Milan vs Bologna Coppa Italia Final Team News

For Milan, Santiago Gimenez may retain his spot in the front line after his recent heroics. Whereas, Rafael Leao is back in line to compete for a place in the starting XI as he has returned to train with the team. Conceicao is likely to stick with the tactical setup that has earned him five wins from six games. However, minor changes could be seen in midfield.

Meanwhile for Bologna, Riccardo Orsolini and Thijs Dallinga are expected to lead the attack after starring in earlier cup rounds. Even though the team has faced a dip in form in the league, Coach Vincenzo Italiano may choose not to rotate his squad heavily. Bologna are fully focused on the final. They’re looking at it as their primary route to European qualification.

AC Milan vs Bologna Coppa Italia Final Betting Odds:

Bets via BetMGM.

Teams	Moneyline	Total Goals
AC Milan	Win: +145 Draw: +200	Over 2.5: +105 Under 2.5: -150
Bologna	Win: +185 Draw: +200	Over 3.5: +260 Under 3.5: -400

AC Milan

AC Milan vs Bologna

Bologna

Coppa Italia

Coppa Italia Final

Moumita Dutta

soccer

Football writer at The Playoffs. I’ve been obsessed with the beautiful game since I was a kid.. Eventually, I realized I could combine my passion for writing with my love for football, and I’ve never looked back. My favorite part of the job is everything—when you’re doing what you love, even a late-night deadline feels like extra time in a thrilling cup final. Lastly, Lionel Messi is the GOAT.