Credit: IMAGO / Ulmer/Teamfoto

Inter Milan vs AC Milan Same Game Parlay and Best Underdogs Bets for Serie A Clash

Credit: IMAGO / Ulmer/Teamfoto

The first Derby della Madonnina of the season arrives on Sunday evening as AC Milan and Inter Milan collide at San Siro in a clash with direct implications for the Scudetto race. Inter enter the weekend two points ahead of their rivals, with both clubs sitting inside the top five after strong starts to the Serie A campaign. With the margins so small at the top, this derby carries extra weight.

Cristian Chivu has overseen a powerful turnaround at Inter since September, with his side winning seven of their last eight league games and scoring freely. The Nerazzurri have been the most dangerous attacking team in Serie A, producing a league-high 26 goals across 11 matches. AC Milan, meanwhile, have rediscovered their footing after a turbulent year. Massimiliano Allegri’s return has brought stability, helping the Rossoneri build a 10-game unbeaten run across league and cup competition. Their last outing, however, saw them throw away a 2-0 lead at Parma, costing them the chance to climb to the top of the table.

Despite that setback, Milan remain firmly in the title race, sitting just two points behind Inter. They also carry psychological confidence into this matchup. Last season, they beat Inter in the league, lifted the Supercoppa Italiana at their expense, and eliminated them in the Coppa Italia semi-final. With both teams playing with momentum, the Derby della Madonnina promises intensity and drama.

You can feel it in the air this morning.
The magic of the Derby di Milano 🖤💙

Powered by @BetssonSport pic.twitter.com/fhfGRzsCmx
— Inter ⭐⭐ (@Inter_en) November 23, 2025

Inter Milan vs AC Milan Same Game Parlay

Here are some same game parlays for tonight’s game between AC Milan and Napoli, according to FanDuel.

Same Game Parlay 1

Christian Pulisic to Score Anytime (+270) + Marcus Thuram to Score or Assist (+220) + Total Goals Over 2.5 (+100)

Parlay Payout: Bet $100 to Win $857

This same-game parlay is backed by strong attacking trends on both sides. Pulisic has been efficient for Milan with 4 goals in 7 Serie A matches, consistently being in scoring positions. Thuram brings equal threat for Inter, producing 3 goals and 1 assist in 6 league games. With both teams averaging over two goals per game across recent league outings and Inter leading the scoring charts this season, the Derby della Madonnina could well be an open contest.

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Same Game Parlay 2

Luka Modric to Score or Assist (+290) + Lautaro Martínez to Score or Assist (+130) + Total Corners Over 9.5 (-110)

Parlay Payout: Bet $100 to Win $1552

Back in Milan’s starting XI, Modric’s passing range remains elite. In a high-pressure fixture, his ability to dictate tempo and create chances makes him a realistic candidate for a goal contribution. Known for his clinical finishing, Inter Milan skipper Lautaro Martinez will be key in attack. Both teams prefer to attack through the wings. As a result, there are likely to be over 9.5 corners in the match.

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Same Game High-Risk Parlay

Lautaro Martinez to Score First Goal (+430) + Inter Milan to win (+105) + Total Corners Over 9.5 (-110)

Parlay Payout: Bet $100 to Win $1500

This is a high-risk parlay built around Inter’s attacking edge. Martínez remains Inter’s primary finisher with 4 league goals in 11 matches and an additional 4 in the Champions League, making him the most likely early scorer. Inter have won seven of their last eight league matches, making them favorites to win here. The corners line also aligns well with how both teams play. Milan under Allegri concede sustained wide pressure, while Inter’s wing-heavy buildup consistently produces high corner counts.

Inter Milan vs AC Milan Best Underdog Bets

Here are some of the best underdog bets for the match between Inter Milan and AC Milan (sourced from BetMGM).

Underdog Bet	Odds
Luka Modric to Score	+625
Rafael Leao to Score	+260
Hakan Calhanoglu to Assist	+400
Alexis Saelemaekers to Assist	+700

While primarily a playmaker, Modric’s late runs from midfield can trouble Inter Milan. His long-range shooting makes him a dark horse scoring option. Meanwhile, Hakan Calhanoglu provides a crucial link between Inter Milan’s midfield and attack. He has proven to be effective in advanced positions in the past.

AC Milan

Inter Milan

Abhinav Goel

soccer

I am a soccer writer at The PlayOffs, covering everything from match analysis to transfer buzz and tactical deep dives. Ever since I was a kid, soccer has been more than just a sport to me—it’s been an obsession. Playing and watching the game from a young age fueled my passion, eventually leading me into the world of sports media and betting. Now, I get to analyze the sport I love and bring the latest updates to fans worldwide.