Contents
- Competition: Italy - Serie A
- Date: Wednesday, 28th, October 2026
- Kickoff: 17:30 UK / 18:30 CET
- Venue: San Siro (Milano)
Fixtures that arrive amidst a heavily congested schedule often reveal far more than a team's temporary position in the standings. Precisely such a challenge awaits Milan and Bologna, who will lock horns this Wednesday evening at the iconic San Siro for round nine of the Italian Serie A.
While both sides enter this encounter heavily encouraged by clinical 2-0 league victories in the previous round, the immense disparity in the sheer quality of their attacking arsenals paired with mounting injury concerns could play a monumental role in dictating the outcome.
AC Milan vs Bologna Head to Head (H2H) stats
-
Bologna
0 : 3
AC Milan
Serie A
-
AC Milan
1 : 0
Bologna
Serie A
-
AC Milan
0 : 1
Bologna
Coppa Italia
-
AC Milan
3 : 1
Bologna
Serie A
-
Bologna
2 : 1
AC Milan
Serie A
-
AC Milan
2 : 2
Bologna
Serie A
Amassing a dominant 90 victories from 191 historical head-to-head encounters to date, AC Milan holds a distinct psychological edge ahead of Wednesday's tactical battle.
AC Milan team overview
Although the Rossoneri under the stewardship of Rúben Amorim have displayed two completely contrasting faces this season—where deep European wounds and a bruising 3-0 collapse against Bournemouth exposed glaring defensive structural issues—an instantaneous domestic response and a routine 2-0 beating of Udinese successfully restored tranquility to the San Siro.
Prior authoritative home triumphs over Milanese rivals Atalanta (3-2) and Lecce (3-0) firmly demonstrated that AC Milan possesses a terrifying attacking potential, but Amorim’s most demanding assignment remains unearthing a sustainable tactical equilibrium and preventing opponents from ruthlessly exploiting the vacant space behind his high defensive line.
Meticulous preparation for the upcoming league clash is, however, severely disrupted by a sprawling personnel crisis within the medical department, given that Mario Gila, Matteo Gabbia, Ruben Loftus-Cheek, Adrien Rabiot, and Alexis Saelemaekers have all been pinned to a cluttered injury list.
Consequently, when factoring in this lengthy list of absentees paired with the reality that Amorim must consciously rotate his squad with an eye on the high-magnitude city derby awaiting them this weekend, the Rossoneri simply do not command the luxury of underestimating their opponents if they want to remain firmly in the Scudetto race, currently trailing reigning champions and leaders Inter by four points.
Last matches of AC Milan
-
Udinese
0 : 2
AC Milan
Serie A
-
AFC Bournemouth
3 : 0
AC Milan
Europa League
-
AC Milan
3 : 2
Atalanta
Serie A
-
Red Bull Salzburg
0 : 4
AC Milan
Europa League
-
Sassuolo
1 : 1
AC Milan
Serie A
AC Milan lineup
Goalkeeper
-
16
Mike Maignan
Defenders
-
2
Pervis Estupiñán
-
31
Strahinja Pavlović
-
5
Koni De Winter
-
34
Mario Gila
Midfielders
-
12
Adrien Rabiot
-
14
Luka Modrić
-
80
Yunus Musah
Forwards
-
11
Christian Pulisic
-
22
Diego Moreira
-
9
Gonçalo Ramos
Bologna team overview
While Raffaele Palladino assumed the managerial hot seat at Bologna with the explicit intent of maintaining the club's residency in the upper echelons of Italian football, an uninspiring return of just eight points from as many completed rounds explicitly testifies that the squad is chronically struggling to discover competitive continuity.
Bruising Serie A beatings at the hands of Napoli, Atalanta, and Inter Milan ruthlessly exposed numerous structural cracks at the back, yet their clinical 2-0 weekend triumph on a highly demanding road trip to Cagliari finally delivered much-needed stability and a premier clean sheet in a very long time.
Nevertheless, the tactical assignment for the visitors will be drastically amplified due to a catastrophic personnel toll that has completely sidelined their heavily injured star performers Riccardo Orsolini and Roberto Piccoli, forcing the entire creative burden onto the shoulders of Lewis Ferguson, Tommaso Pobega, i the blistering Nicolo Cambiaghi.
While domestic trends from last term completely favor the Rossoneri—who easily cruised to a 1-0 success at home and a dominant 3-0 routing at the Renato Dall'Ara—the Emilia-Romagna-based outfit will extract a powerful wind in their sails from the memory of their historic Coppa Italia final triumph in May 2025, when they proved they possess the perfect formula to orchestrate the downfall of the Milanese giant.
Last matches of Bologna
-
Cagliari
0 : 2
Bologna
Serie A
-
Bologna
1 : 3
Inter Milan
Serie A
-
Lecce
1 : 2
Bologna
Serie A
-
Bologna
1 : 1
Torino
Serie A
-
Napoli
1 : 0
Bologna
Serie A
Bologna lineup
Goalkeeper
-
1
Lukasz Skorupski
Defenders
-
36
Matteo Darmian
-
16
Nicolò Casale
-
3
Arthur Theate
Midfielders
-
33
Juan Miranda
-
19
Lewis Ferguson
-
4
Tommaso Pobega
-
20
Nadir Zortea
Forwards
-
28
Nicolò Cambiaghi
-
10
Federico Bernardeschi
-
9
Artem Dovbyk
Prediction
Although both camps enter this midweek tier backed by morale-boosting victories and clean sheets in the previous round, the undeniably superior individual quality and the massive factor of home-field advantage rightfully install Amorim's side as clear pre-match favorites.
The Rossoneri will systematically look to enforce a high-intensity rhythm and hunt for a rapid opening goal from the very first whistle, an aggressive approach calculated to completely force Bologna into opening up their lines, which would grant Christian Pulisic and his fellow attackers the perfect corridors to ruthlessly punish the visitors on the counter-attack.
On the flip side, Raffaele Palladino’s tactical blueprint will rely heavily on suffocating the tempo of the contest to induce a highly nervous, fractious atmosphere, banking on the assumption that a heavily pressured Milan side already has their subconscious minds drifted toward the looming weekend derby.
Nonetheless, the chronic personnel crisis clouding the traveling contingent paired with the devastating absence of their premier attacking weapons, Riccardo Orsolini and Roberto Piccoli, drastically limits Bologna's creative reservoir and renders their quest for a goal at the San Siro an almost impossible mission.
Consequently, when factoring in historical trends showing that Milan has comfortably secured maximum points in their last two league encounters without conceding a single strike, it is highly realistic to anticipate that the Rossoneri will firmly assert their domestic authority to comfortably secure three vital points.
Four Reasons we expect AC Milan to Win
- AC Milan has established deep dominance in this matchup, emerging victorious in each of their last three Serie A meetings against Bologna.
- AC Milan has maintained a flawless domestic record on home soil this campaign, gathering a maximum of nine points from three matches at the San Siro.
- Compounding their offensive anxieties, Bologna travels to Milan heavily depleted upfront, missing their undisputed talisman Riccardo Orsolini.
- Bologna has struggled immensely to convert competitive performances into maximum points, registering just two victories across their opening eight Serie A rounds.
Main prediction AC Milan - Bologna
AC Milan to win
Best Odds:
AC Milan vs Bologna standings in Serie A
| Regular Season | P | W | D | L |
G - A
|
GD | Pts | |
|---|---|---|---|---|---|---|---|---|
| 1 | Inter | 8 | 7 | 1 | 0 | 23 - 10 | +13 | 22 |
| 2 | Lazio | 8 | 7 | 1 | 0 | 16 - 5 | +11 | 22 |
| 3 | Roma | 8 | 5 | 3 | 0 | 19 - 6 | +13 | 18 |
| 4 | AC Milan | 8 | 5 | 3 | 0 | 16 - 7 | +9 | 18 |
| 5 | Como | 8 | 5 | 2 | 1 | 14 - 7 | +7 | 17 |
| 6 | Frosinone | 8 | 4 | 2 | 2 | 17 - 13 | +4 | 14 |
| 7 | Juventus | 8 | 4 | 2 | 2 | 11 - 8 | +3 | 14 |
| 8 | Torino | 8 | 4 | 1 | 3 | 13 - 11 | +2 | 13 |
| 9 | Cagliari | 8 | 4 | 1 | 3 | 6 - 9 | -3 | 13 |
| 10 | Napoli | 8 | 3 | 2 | 3 | 13 - 10 | +3 | 11 |
| 11 | Atalanta | 8 | 3 | 1 | 4 | 14 - 15 | -1 | 10 |
| 12 | Lecce | 8 | 3 | 0 | 5 | 9 - 14 | -5 | 9 |
| 13 | Bologna | 8 | 2 | 2 | 4 | 8 - 10 | -2 | 8 |
| 14 | Sassuolo | 8 | 2 | 2 | 4 | 12 - 16 | -4 | 8 |
| 15 | Monza | 8 | 2 | 1 | 5 | 15 - 18 | -3 | 7 |
| 16 | Genoa | 8 | 2 | 1 | 5 | 6 - 13 | -7 | 7 |
| 17 | Udinese | 8 | 1 | 1 | 6 | 9 - 18 | -9 | 4 |
| 18 | Fiorentina | 8 | 1 | 1 | 6 | 9 - 19 | -10 | 4 |
| 19 | Parma | 8 | 1 | 1 | 6 | 5 - 15 | -10 | 4 |
| 20 | Venezia | 8 | 1 | 0 | 7 | 6 - 17 | -11 | 3 |