Milan saw their Serie A top-four hopes dealt a blow after Nicolas Gonzalez and Luka Jovic proved the difference in a 2-1 win for Fiorentina on Saturday.
Stefano Pioli's side had reeled off three straight league wins but came unstuck at Stadio Artemio Franchi with an underwhelming display.
Gonzalez's 49th-minute penalty was no less than Vincenzo Italiano's hosts deserved before substitute Jovic put the game beyond Milan, despite Theo Hernandez's stoppage-time strike.
Defeat left Pioli's men 18 points adrift of runaway leaders Napoli and looking over their shoulders at fifth-placed Roma, who could move level with victory against Juventus on Sunday.
Fiorentina were unable to reap the rewards of their first-half dominance against a Milan defence that had not conceded since February 5.
Giacomo Bonaventura was a constant threat against his former side, with Mike Maignan pushing away his free-kick and Fikayo Tomori clearing the midfielder's bobbling close-range finish off the line.
Milan offered little in response yet Pietro Terracciano still had to be alert to thwart Olivier Giroud's inventive left-footed volley.
Fiorentina's pressure told after the interval, though. Tomori dragged down Jonathan Ikone inside the area and Gonzalez rolled into the bottom-right corner from 12 yards.
An apparent Arthur Cabral handball seemed to offer Milan late hope, but the referee overturned his original penalty decision.
Jovic then headed in from Dodo's right-wing cross soon after, rendering Hernandez's subsequent thumping left-footed effort a mere consolation in a disappointing Milan defeat.
Kaiserslautern 0-1 Bayer Leverkusen: Xhaka stunner seals DFB-Pokal triumph
Bundesliga champions Bayer Leverkusen battled past second-tier Kaiserslautern 1-0 on Saturday to win the DFB-Pokal and secure the club's first domestic double.
Leverkusen missed out on a treble after losing 3-0 to Atalanta in the Europa League final on Wednesday, in what was astonishingly their first defeat of the season in all competitions, after a European record 51-game unbeaten run.
But at Berlin's Olympic stadium, which will host the Euro 2024 final in July, Xabi Alonso's side ensured they capped off a remarkable campaign with another piece of silverware thanks to Granit Xhaka's stunning 16th-minute strike.
The ball rolled out to the former Arsenal man around 25 yards out, and he planted an unstoppable first-time effort into the left-hand side of the net.
They controlled the pace even after they were reduced to 10 men following Odilon Kossounou's second booking a minute before half-time.
Kaiserslautern rarely threatened after the break, with Leverkusen limiting their opponents to just 0.2 expected goals.
And even though they could not add to their lead, Leverkusen were able to comfortably wrap up their second trophy of the best season in the club's history.
Data Debrief: Leverkusen join the club
Leverkusen are only the fifth different side to win the double in Germany since the Bundesliga was founded, after Bayern Munich (13 times), 1. Koln, Werder Bremen and Borussia Dortmund.
Xhaka's strike was a worthy winner. He became the first Swiss player to score in a DFB-Pokal final.
Barcelona coach Giraldez celebrates 'one of the happiest days' after Women's Champions League triumph
Barcelona coach Jonatan Giraldez celebrated "one of the happiest days" of his life after his side claimed the Women's Champions League title.
Giraldez led Barca to a 2-0 victory over fellow heavyweights Lyon in Bilbao on Saturday.
Aitana Bonmati and Alexia Putellas got the goals in the second half, as Barca beat Lyon for the first time and won the Champions League for a third season out of the last four.
Giraldez will now leave Barca to take charge of Washington Spirit in the NWSL, but was able to leave on the highest note possible, having won a quadruple this term, becoming the first European team since Arsenal in 2007 to manage such a haul in a single campaign.
He told DAZN: "It was an incredible game, I am really happy, one of the best days of my life for sure.
"We did an amazing job with the ball, without the ball. we suffered in the last minutes, but I'm very proud of all of them."
Barcelona defender Lucy Bronze, whose future with the club is uncertain, told DAZN: "We knew that that's what we needed, to be a club to make history.
"It's not easy, it's hard to win it once. To win it back to back, Lyon showed how difficult it is and this team has finally done that. We go down in history as one of the best teams in Europe."
Barca's two Ballon d'Or winners scored their goals, with Bonmati breaking the deadlock just after the hour before Putellas lashed home in stoppage time.
"She's the captain of the team, she's the Queen of Barcelona for a reason," Bronze said of Putellas.
"She's always so confident in the team and showed today why she is a back-to-back Ballon d'Or winner.
"She's got the quality to do that in the last minute of the Champions League final when we were up against it at the end and just sealed the win for us. It was amazing."
Juventus 2-0 Monza: Departing Alex Sandro scores as Bianconeri round off with a win
Juventus completed their Serie A campaign with a comfortable 2-0 home win over Monza thanks to first-half goals from Federico Chiesa and Alex Sandro.
Juve ended their season on 71 points, third in the standings, though they can still be overtaken by Europa League champions Atalanta, who sit fifth and have two matches left to play.
Chiesa broke the deadlock after 26 minutes on Saturday and long-serving left-back Sandro, playing in his final game for the Bianconeri before departing as a free agent, doubled the lead two minutes later with a header from a corner.
Juve came close to scoring a third early in the second half, but Chiesa's attempt from the edge of the box hit the woodwork.
Thiago Motta is expected to take charge of Juve in the coming days, after his departure from Bologna was confirmed.
Monza ended the campaign in 12th place with 45 points.
Data Debrief: How's your luck?
Chiesa's effort against the frame of the goal means that, since the beginning of the last season, only Inter (36) hit the woodwork more times than Juve (35) in Serie A.
Juve will be hoping to be that bit more clinical next term as they aim to challenge for the title under Motta.
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