One More Cup for Rossoneri? AC Milan Vs. Bologna Betting Predictions & Winning Tips (Italian Cup 2024/25 Final, May 14)

Just five days after their Serie A clash, Milan will meet Bologna once again this Wednesday in the Coppa Italia final. The Rossoneri beat them in that game, which put Bologna in a tough spot to finish inside the top four. This will mark the third managerial clash between Sergio Conceicao and Vincenzo Italiano.
Milan vs Bologna: Key Info About 2024/25 Italian Cup Final
MIL vs BOL: Time, Date & Venue
Milan are trying to win their 6th Coppa Italia trophy, while Bologna are aiming for their first title in over five decades, so what should we expect from this matchup?
ℹ️ Tournament: | Coppa Italia 2024/25, Final |
⚽️ Venue: | Stadio Olimpico, Rome, Italy |
🗓️ Date: | 14 May 2025 |
⏰ Time: | 7 p.m. GMT on Wednesday |
Milan vs Bologna Odds
According to the best betting sites for soccer games, Milan are the slight favorites at 2.60 (8/5). A draw is offered at 3.20 (11/5), while Bologna are the underdogs at 3.0 (2/1) to beat the Rossoneri in the latest 2024–25 Coppa Italia odds.
MIL – BOL: H2H
The Rossoneri have absolutely dominated this matchup in recent years, as in the last 15 head-to-head games, Milan won 10, drew four, and Bologna won only once.
- Milan 3-1 Bologna (27 August 2022)
- Bologna 2-1 Milan (27 February 2025)
- Milan 2-2 Bologna (27 January 2024)
- Bologna 0-2 Milan (21 August 2023)
- Bologna 1-1 Milan (15 April 2023)
Betting Preview: Latest Results and Roster Updates
AC Milan
Milan are currently sitting in 8th place in the Serie A standings with 60 points. The Rossoneri will face AS Roma and Monza in their last two league games, and they still have a chance to finish inside the top six. They had a decent UCL league phase, finishing 13th and qualifying for the playoffs, but they lost to Feyenoord in the round of 32.
Milan are coming off a solid 3-1 home win over Bologna in Serie A. Riccardo Orsolini opened the scoring for RossoblĂą, but the home team made a big comeback in the last 15 minutes to win the game, with Santiago Gimenez scoring a brace and Christian Pulisic scoring one goal. That was the fourth straight win for Milan after their struggles this season.
Milan are still missing Warren Bondo, Youssouf Fofana, and Riccardo Sottil due to injuries, while Rafael Leao is back from suspension.
- Last 5 games: WWWWL
Bologna FC
Bologna are currently sitting in 7th place in the Serie A standings with 62 points, and they will face Fiorentina and Genoa in their last two games. The RossoblĂą had a disappointing Champions League campaign, finishing 28th and missing the playoffs, and they had the second-worst offense in this UCL season.
The RossoblĂą had a good run mid-season, but they have been struggling lately. Bologna dropped points in five of their last six Serie A matches, which dropped them out of the top four. They have been very solid defensively, but the offense needs to step up for them to win this game.
Bologna do not have any new injuries, but they are still missing Emil Holm, Jens Odgaard, Dan Ndoye, and Estanis Pedrola.
- Last 5 games: LDDWW
Betting Predictions for Milan vs Bologna
Milan to Lift the Trophy @ 1.80 (4/5)
1 (50%)
(50%) 1
Milan have been amazing since changing their playing style and system to 3-4-3, winning five games and losing only once. This change is exactly what the club needed to play good football again, and they have shown that by beating Inter 3-0 in the semifinals and Bologna 3-1 last game. Milan will get a fresh Rafael Leao and Tammy Abraham back for this game, while Bologna have looked tired in their recent games.
The football sportsbooks for Serie A matches have great odds on Milan to win the title. They play very well against Bologna, beating them in 10 of their last 15 games and losing only once, so we expect the good run to continue here as well.
Total Goals – Under 2.5 @ 1.75 (3/4)
2 (100%)
0
Bologna have had a lot of tight matches lately, as they have gone under the total in five of their last seven games, averaging two goals per game. Milan have gone under the total in nine of their last 15 home games. The Coppa Italia finals are usually low-scoring games, and both teams will be more cautious in this match than in their Friday encounter.
Christian Pulisic to Score @ 3.60 (13/5)
2 (100%)
0
The new Milan system has significantly benefited Christian Pulisic, as he now has fewer defensive roles and is attacking freely. The American winger scored two goals and had one assist in his last three starts for Milan, including a goal against Bologna last Friday. Christian Pulisic is the primary penalty taker for the team, which boosts his scoring chances a lot.
Recommended Milan vs Bologna Betting Picks
The Rossoneri have had some great performances in the last three weeks, while the RossoblĂą have been struggling lately. Make sure you use our 2025 Milan vs Bologna betting predictions and bet them at the legal football bookies in Italy to have more fun watching the game.
Related articles
Fight for UCL: Lazio Vs. Juventus Betting Predictions & Winning Tips (Italian Serie A 2024/25, May 10)
Who Has More Energy and Motivation? Atalanta Vs. Roma Betting Predictions & Winning Tips (Italian Serie A 2024/25, May 12)
