So far, the Rossoneri have only picked up 12-points in their first 10-matches in Serie A. Technically, they're still doing better than last year, when they only picked up 11-points in the same time frame but still managed to finish third in the table after the heroic comeback after Christmas.
Don't be surprised if a similar storyline unfolds this season, as Adil Rami and Keisuke Honda have already been confirmed as January transfer window signings and both of them are expected to be starters in Massimiliano Allegri's starting XI.
Anyway, let's take a look at how the squad is going to line up against Fiorentina after only drawing 1-1 against Lazio in the midweek fixture.
With Christian Abbiati still out with an injury, expect young goalkeeper Gabriel to get the nod yet again over the erratic Marco Amelia. The Brazilian is gaining valuable experience and hopes to carve himself a role in Milan's future plans.
The defense will be missing Philippe Mexes to suspension and Matias Silvestre to injury, meaning that Cristian Zaccardo and Christian Zapata will get the nod in the center of the back line. Ignazio Abate gets the start on the right flank while Mattia De Sciglio is expected to play on the opposite side.
De Sciglio's return from injury has been vital. The young Italian is one of the finest young defenders in Europe and gives Milan a much more tactically sound player at the back who is very able coming forward as well.
No changes in the midfield are expected as Nigel De Jong, Riccardo Montolivo and Sulley Muntari are pegged as the starters in the center of the park.
It seems that Andrea Poli has taken a backseat to these three who have emerged as the favorites for Allegri's new 4-3-3 formation.
The new-look Mario Balotelli still hasn't scored since he was forced to shave off his mohawk, but he'll have a good chance against a shaky Fiorentina defense that has had its own injury problems. Super Mario will be flanked once again by Kaka, who is coming off his first wonder-goal since joining the club in the Summer.
Expect Robinho to get the start over Valter Birsa this time around. The Slovenian gives Allegri a bit more when it comes to tracking back, but there's no arguing that Robinho and Kaka have exceptional chemistry together and make each other play better as a result.
Overall, it'll be a tough test for a Milan side that's desperate for a positive result.