AC Milan vs Bologna Prediction, Betting Tips & Preview

Featured Offer

BetAhoy

Bet £10 Get a £10 Free Bet

Claim Free Bet →

Code ALLABOARD10 – Place qualifying bet within 7 days of registration (Min £10 at odds of EVS+). 2 x £5 free bets awarded once qualifying bet settles (18+). Full T&C’s Apply. #ad

AC Milan

vs

Bologna

KickoffWednesday 28 October 2026, 5:30pm

VenueStadio Giuseppe Meazza

CompetitionItalian Serie A

Four games into Ruben Amorim’s tenure at San Siro and AC Milan have yet to taste defeat in Serie A. That is not a fluke. There is something building at the Rossoneri right now, and a home fixture against a Bologna side that has lost eight of their last ten away games at this ground feels like the kind of night where that momentum keeps rolling.

Bologna have turned a corner under Raffaele Palladino after a dreadful start to the season cost Domenico Tedesco his job, and nobody should underestimate what the Rossoblu are capable of on their day. But San Siro has been a graveyard for them more often than not, and Milan are yet to drop a single point at home since Amorim walked through the door. Something has to give.

AC Milan vs Bologna Match Details

This Serie A fixture takes place at the San Siro in Milan, one of the most iconic venues in world football. With the first Derby della Madonnina against Inter on the horizon at the weekend, there is a sense that Wednesday night serves as a final dress rehearsal before the real heat arrives. Amorim will be juggling squad management carefully, but the expectation at a ground like this is still three points on the board.

Team News

Milan are carrying a few injury concerns and Amorim has one eye firmly on the derby, so there could be some rotation across the squad. Bologna are relatively light on absentees by comparison, which could actually work in their favour if Palladino names his strongest available side.

• Samuel Chukwueze, Mattia Gabbia, Alexis Saelemaekers and Filippo Terracciano all remain out for Milan
• Adrien Rabiot and Diego Moreira are doubts after missing the Udinese trip with muscular issues
• Mario Gila and Ruben Loftus-Cheek are also question marks
• Luka Modric could be rested with the derby approaching
• Christian Pulisic is expected to be fit and available to start
• Bologna are without Roberto Piccoli, Riccardo Orsolini and long-term absentee Emil Holm
• Jens Odgaard and Jay Enem provide options through the middle for the visitors

Predicted Lineups

Amorim looks set to shuffle the pack with the derby in mind, which may mean Modric drops to the bench despite his quality. Pulisic should keep his place after a strong showing at Udinese, and the backline is likely to be solid even with some changes around it.

For Bologna, Palladino should go with the spine that got the job done in Cagliari. Tommaso Pobega, the academy product who came through at Milan and made 30 senior appearances for the club, could line up alongside Lewis Ferguson in the centre of the park, which will add a layer of emotion to the occasion. Artem Dovbyk offers a more physical option through the middle but Odgaard may keep his place given recent form.

• AC Milan: Maignan; Tomori, De Winter, Pavlovic, Bartesaghi; Hutchinson, Jashari, Musah, Cisse; Pulisic, Ramos
• Bologna: Skorupski; Darmian, Casale, Theate; Zortea, Ferguson, Pobega, Miranda; Bernardeschi, Odgaard, Cambiaghi

Recent Form

Milan’s Europa League trip to Bournemouth last midweek was a mess, reduced to ten men and shipped three without reply. That kind of result can linger, but the response at Udinese on Sunday was exactly what Amorim would have demanded. Goals from Pulisic and Omari Hutchinson secured a comfortable win and inflicted a sixth straight league defeat on the hosts. It was professional, controlled and showed a side that knows how to react when things go wrong.

What is striking about Milan this season is that they still have not managed three consecutive Serie A wins throughout 2026. They kept stumbling at the third hurdle last term, and that tendency is the one real concern for those backing them tonight. The positive reading is that Amorim’s influence is clearly being felt at home, where Milan have been outstanding, and Pulisic in particular is finding another level. Four goal involvements from his last seven league matches equals his output from the previous 20. He is flying.

Bologna’s form under Palladino tells a genuinely impressive story given where they were just a few weeks ago. A draw with Torino, a win over Lecce, a tough defeat at home to Inter and then a clean sheet victory in Cagliari. Nicolo Casale and Federico Bernardeschi both scored after the break in Sardinia to make it two away wins from two under the new gaffer. The team looks organised, motivated and defensively more disciplined than they were earlier in the campaign. That said, Inter on home soil is a different challenge to what Palladino has faced so far.

Head-to-Head Record

The historical record at San Siro absolutely favours the home side. Milan have lost just one of the last 21 Serie A meetings at this ground against Bologna, which is the kind of statistic that sets a very clear tone. The Rossoneri beat Bologna twice last season in the league, and their dominance at home in this fixture stretches back a long way.

To be fair to Bologna, they did claim the most important result between the two sides in recent memory, winning the 2025 Coppa Italia final. But the cup is the cup. In the league at San Siro, they have lost eight of their last ten visits. Palladino is building something real, but history is stacked against them tonight.

Key Stats

• Milan are one of just four unbeaten teams in Serie A this season
• Bologna have lost eight of their last ten away league games at San Siro
• Pulisic has four goal involvements from his last seven Serie A appearances, the same number he managed across the previous 20

AC Milan vs Bologna Betting Tips

The value in this fixture points fairly clearly towards Milan. They are unbeaten at home under Amorim, they are in better form despite the Europa League blip, and they have a near unplayable Pulisic right now. Bologna have improved but they carry a lightweight attack and San Siro has eaten them alive repeatedly. The tip here is to back Milan to win while using the individual markets to find a bit more value on top.

First Goalscorer Prediction

Christian Pulisic is the standout pick here. He scored at Udinese, he has four goal involvements from his last seven Serie A games and he looks like a man who has rediscovered his best form at exactly the right time. Against a Bologna side that Amorim’s men should be able to pick apart, Pulisic pressing from the front and arriving late into the box is a recipe for goals.

Corners Prediction

Back over 9.5 corners in this one. Milan like to dominate possession and width at San Siro, and when they are pressing a side that defends as deep as Bologna tend to away from home, the ball gets recycled into wide areas regularly. Bologna will also need to commit bodies forward eventually if they fall behind, which tends to produce corners at both ends late on.

Cards Prediction

Over 2.5 cards looks reasonable. Bologna will need to work hard defensively and that usually means cynical fouls to break up transitions, particularly against the pace Milan carry through the middle and down the flanks. Pobega against his former club in the middle of the park could be a feisty battle as well, and Ferguson is never shy about putting a foot in.

Both Teams To Score (BTTS) Prediction

No on BTTS here. Bologna’s attack is lightweight without Orsolini and Piccoli, and they have shown a tendency to be defensive and compact on the road. Milan’s back four have been solid at home under Amorim. The more likely scenario is a Milan win to nil or with a single goal conceded at most, rather than an open game where both sides find the net.

Bet Builder Tip

Milan winning at home, Pulisic on the scoresheet early and a high corners count all follow logically from the same match narrative: a dominant home side pressing a deep visiting defence across 90 minutes.

Final Match Prediction

This feels like a relatively comfortable night for Milan at San Siro. Bologna have improved under Palladino and deserve credit for that, but they come into this fixture without their first choice striker, without Orsolini’s creativity, and with a record at this ground that tells its own story. Amorim’s side will be mindful of the derby around the corner but they will not be taking this lightly.

The prediction is AC Milan 2-0 Bologna. Clean sheet for the hosts, goals from Pulisic and one of the supporting cast, and three points that keep them right in the mix at the top of the table before the real drama of derby day arrives at the weekend.

Featured Offer

BetAhoy

Bet £10 Get a £10 Free Bet

Claim Free Bet →

Code ALLABOARD10 – Place qualifying bet within 7 days of registration (Min £10 at odds of EVS+). 2 x £5 free bets awarded once qualifying bet settles (18+). Full T&C’s Apply. #ad