Milan vs Bologna: can the Rossoneri extend their winning streak at San Siro?

AC Milan vs Bologna prediction Photo by Marco Luzzani/Getty Images
Serie A Italy (Round 9) 28 oct 2026, 13:30
- : -
Italy, Milano, San Siro

On October 28, Milan will face Bologna in the ninth round of the Italian championship. The match will take place at San Siro and kick off at 18:30 local time. For the Rossoneri, this is a great opportunity to strengthen their position in the upper part of the table, while the visitors need to climb out of the bottom half of the standings.

Milan are hitting their stride, but it is too early to relax

Heading into this round, Milan sit fourth with 15 points from seven matches. Ruben Amorim's team remain unbeaten in the league: four wins and three draws. In addition, the Rossoneri have scored 14 goals and conceded seven — figures that point to a highly effective performance at both ends of the pitch. At the same time, competition at the top of the table is fierce, making dropped points at home particularly undesirable right now.

Milan feel confident at San Siro. The team have won all three of their home league matches, while the support from the stands could provide an additional advantage against an opponent struggling at the start of the season.
However, Milan have a packed schedule ahead, and underestimating Bologna would be a mistake. The visitors are capable of making life difficult for the favorites, especially if the hosts allow them to play out from the back freely and launch quick attacks.

Bologna are searching for consistency

Bologna's situation is far less encouraging. After seven rounds, the team have collected just five points and sit 15th. Their record stands at one win, two draws and four defeats. The goal difference is also not pleasing for the fans: six goals scored and ten conceded.
The visitors' main task will be to make their play more organized and prevent Milan from taking control from the opening minutes. If Bologna drop too deep too early, the hosts' pressure could quickly lead to dangerous chances. That is why the visitors must not only defend compactly but also look for opportunities to counterattack.
Particular attention should be paid to their work without the ball. Against a team that have scored in each of the first seven rounds, any lapse in concentration could result in serious problems. Bologna will need to produce an almost flawless defensive performance to have a chance of securing a positive result.

Head-to-head history and what to expect from the match

Historically, Milan have won more of the head-to-head meetings: before this clash, the teams had faced each other 191 times in all competitions, with the Rossoneri winning on 90 occasions. Bologna have won 54 times, while another 47 matches ended in draws. In addition, Milan also came out on top in the two most recent league meetings.
On paper, the hosts' advantage looks convincing. Milan consistently pick up points, score regularly and perform confidently on their own turf. Bologna, meanwhile, have yet to show consistency and make defensive mistakes too often.

That said, much will depend on how quickly the hosts can break through their opponents' defense. An early goal would force the visitors to open up, creating additional opportunities for the Rossoneri. If Bologna manage to keep a clean sheet for most of the first half, however, nerves could work in the underdogs' favor.

Milan remain the clear favorites for the match. The difference in their results at the start of the season, home-field advantage and positive head-to-head record all point to Amorim's team. Still, the visitors have nothing to lose, so a completely defensive approach from Bologna is not guaranteed.
I expect the hosts to enjoy more possession, attack more actively down the flanks and gradually increase the pressure. A Milan win looks like the most logical option, while the over 2 goals market is also worth considering.

Prediction: Milan to win

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