Will the Rossoneri halt the Viola’s slight upward trend?
After the change of coach in Tuscany initially seemed to have no effect, Fiorentina have now got back on track under Paolo Vanoli, who was appointed at the beginning of November. The Gigliati (meaning “the lilies”) have picked up seven out of a possible twelve points from their last four league games, one more than they managed in their first 15 Serie A games of the 2025/26 season (only six).
Now, however, the most in-form team in Serie A is coming to the Stadio Artemio Franchi. The Rossoneri have not lost any of their last 16 league games (eleven wins, five draws). Consequently, our tip for Fiorentina vs. AC Milan clearly favors the visitors from Lombardy.
Il Diavolo recently made another move in the transfer market, signing Niclas Füllkrug for the offense. The 32-year-old could play a key role in the away game in Tuscany, especially due to the injuries of Christopher Nkunku and Santiago Gimenez, but he still needs some time. As a substitute, he played 21 minutes in the 1-0 away win at Cagliari Calcio, his longest appearance since October 2025. Although we don’t expect a high-scoring league game in Tuscany, we think it’s very likely that AC Milan will win away at relegation-threatened Fiorentina, which is why we generally recommend tip 2.
Fiorentina – AC Milan Head-to-head record
Head to head: 53 – 49 – 82
A total of 184 matches have already taken place between the two teams, with AC Milan leading the head-to-head record with 82 wins. Although the Rossoneri only picked up one point out of a possible six against Fiorentina last season, they won the first leg of the 2025/26 season in Lombardy on October 19, 2025, with a score of 2–1. Overall, five of the last eight encounters went to “Il Diavolo” (one draw, two defeats).

Fiorentina – AC Milan Tip
From a mathematical point of view, we also recommend betting on an away win for the Rossoneri in Fiorentina vs. AC Milan. Although the home side are showing a slight upward trend, with just 13 points out of a possible 57, the Gigliati are still in a completely sobering 18th place in the table, which means that the traditional Tuscan club will have to fight hard to avoid relegation in the 2026/27 season. With just 13 points out of a possible 57, the Gigliati are still in a sobering 18th place in the table, which would mean that the traditional Tuscan club would have to compete in Serie B for the first time in 22 years in the 2026/27 season.
The Rossoneri, on the other hand, have not lost a single Serie A game since their opening defeat to newly promoted Cremonese (eleven wins, five draws) and are once again playing a leading role in Serie A in the 2026 season under Massimiliano Allegri.
It is therefore pleasing to see that Fiorentina vs. AC Milan has such high betting odds for an away win for the favored Rossoneri, which means there is plenty of value to be had on the betting slip.

