AC Milan vs Bologna Predictions

AC Milan vs Bologna predictions for Sunday night’s Serie A clash. AC Milan and Bologna, both on three points from two Serie A games, clash at San Siro on Sunday evening. Read on for all our free predictions and betting tips.

Serie A | Sep 14 2025 at 7:45 pm UK at San Siro Stadium

AC Milan vs Bologna Predictions

Can Milan’s New Faces Spark Revenge or Will Bologna Repeat Their Cup Heroics?

• Milan’s improving underlying data
  • The Rossoneri rank second in Serie A for expected goals created and first for lowest expected goals conceded after two league matches.
• Bologna’s patchy away record
  • The Rossoblu lost five of eight trips to teams above them last season, often struggling to translate home resilience onto bigger stages.
• Goals unlikely to flow freely
  • With Milan tightening defensively and Allegri prioritising structure, this contest has all the makings of a low-scoring encounter despite attacking talent on show.

Best Bet for AC Milan vs Bologna

The San Siro is set to host a fiery reunion on Sunday night as AC Milan and Bologna lock horns for the first time since their Coppa Italia final showdown. Both clubs arrive level on points after two games, but their paths could not feel more different. Milan, under the returning Massimiliano Allegri, are trying to put the chaos of last season behind them, while Bologna are basking in the glow of their historic cup triumph and the European adventure it earned them.

The Rossoneri steadied themselves before the international break with a much-needed win over Lecce. Ruben Loftus-Cheek broke the deadlock before Christian Pulisic coolly killed off the game, sparing Allegri an awkward press conference. Yet questions linger. With no European football this year, Milan’s focus is firmly on climbing back into the top four, and the pressure to get results quickly is enormous.

Bologna, meanwhile, followed a limp opening defeat to Roma with a narrow win over Como thanks to Riccardo Orsolini’s decisive strike. Vincenzo Italiano knows his side are capable of mixing it with the big boys – after all, they outmanoeuvred Milan at the Olimpico in May. But consistency has never been their strong suit, and facing a Milan side desperate for revenge at San Siro is a different beast altogether.

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Best Bet for This Match

At BettingTips4You we pride ourselves on simplicity and accountability. Rather than drowning readers with countless options, we cut through the noise and highlight just one Best Bet. It’s the selection we trust above all others. For AC Milan versus Bologna, our chosen tip is AC Milan to win and under 3.5 goals.

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Milan are not yet playing champagne football, but Allegri has always been about pragmatism over pizzazz. Their numbers in the opening rounds are promising – they sit high for expected goals created and impressively low for expected goals conceded. The defence, led by Fikayo Tomori and new arrival Strahinja Pavlovic, has looked organised, while the midfield is beginning to find its balance with Loftus-Cheek and Adrien Rabiot offering both power and bite. Christopher Nkunku adds unpredictability up front, and though Rafael Leao is still easing back, Milan look far better equipped than they did in the spring.

Bologna will not roll over. Orsolini is always capable of magic, and the addition of Jon Rowe could bring energy in wide areas. Yet they arrive short-handed, with Ciro Immobile and Emil Holm among those missing, and their record away to sides above them remains patchy. Italiano’s men can frustrate, but at San Siro, against a Milan team hunting for momentum, the odds are stacked against them.

The BettingTips4You Expert Rating points towards Milan having the upper hand, especially in terms of chance creation and defensive solidity. Bologna’s form suggests they may nick opportunities but struggle to sustain pressure.

BettingTips4You.com expert Luca Pratesi summed it up perfectly:

“Milan have tightened up, Bologna are not at full strength – this points to a controlled Rossoneri win rather than an all-out spectacle.”

The most realistic scenario? Milan winning without blowing the roof off. A 2-0 scoreline feels the right fit – Allegri’s side doing enough to avenge May’s defeat while keeping something in reserve.

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