AC Milan vs Lecce Coppa prediction
The Coppa Italia fixture between AC Milan and Lecce is scheduled for Tuesday, 23.09.2025 at 10:00 PM (GMT+3). This cup tie pits one of Italy’s historically dominant sides against a resilient Salento club seeking an upset. AC Milan arrive as clear favourites on paper, while Lecce will aim to exploit any complacency and the knockout nature of the competition to produce a surprise. The most recent direct encounter ended 2:0 in favour of AC Milan (away), and the head-to-head record over the last five meetings shows Milan has superior form.
Prepare to catch up with our Coppa Italia betting tips to trail every team that is destined for glory in this new season.
Main Betting Tip: Both teams score? No
While Milan possesses attacking potency, their recent defensive displays indicate they can shut out opponents, particularly in matches where they are expected to dominate possession and territory. Lecce’s attacking rhythm has been inconsistent; they have struggled to convert opportunities against stronger defences and were defeated in their most recent match. In a cup environment where Milan can rotate but still field a robust spine, it is plausible that Milan secure the win while keeping a clean sheet.
The best listed odds for the both-teams-to-score market are with Betwinner: YES 2.65, NO 1.43 — the latter representing the selection we favour.
Betting Tip 2: AC Milan Win
The hosts are the logical favourites for progression. Their recent sequence shows superior consistency, with four wins and a single defeat in their last five matches across all competitions. Under coach Massimiliano Allegri, Milan have demonstrated a solid blend of defensive organisation and attacking efficiency, which should be sufficient to control a cup tie against Lecce. Lecce, led by Eusebio Di Francesco, has struggled for results lately and recorded only one victory in their last five outings. Given the imbalance in recent form and the psychological edge Milan enjoys in their recent head-to-head meetings, a home victory is the most probable outcome. Best available odds for the 1X2 market: Betwinner — 1 (AC Milan) at 1.32 (best listed).
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Betting Tip 3: Over 2.5 goals
Although the BTTS selection above favours a Milan clean sheet, the expectation of a decisive win for Milan renders the over 2.5 goals market attractive: a comfortable 2-0 or 3-0 result from the hosts would satisfy both the home-win and over markets. Milan’s capacity to score multiple goals in cup ties — particularly when facing teams that must chase the game — increases the likelihood of more than two goals on the night. Lecce’s occasional defensive vulnerabilities can also contribute to an open game and additional scoring opportunities. No specific bookmaker odds for Over 2.5 were provided in the supplied data, but the market is typically widely available and should be compared across operators; Betwinner is indicated as a primary reference for other markets in this preview.

Statistics for AC Milan vs Lecce
AC Milan team news!
Massimiliano Allegri remains at the helm of AC Milan and has managed to restore a level of stability to the squad’s performances. In their last five matches across all competitions the Rossoneri have recorded four wins and one defeat, reflecting positive momentum and improved defensive compactness. Allegri’s selection strategy in cup fixtures often balances rotation with the need to secure results; therefore, he is likely to field a competitive side capable of advancing. Milan’s recent away performance included a convincing 3:0 victory at Udinese, underscoring their ability to produce efficient attacking displays even outside San Siro.
Lecce team news!
Eusebio Di Francesco leads Lecce into this Coppa Italia encounter. The club’s recent form has been mixed: one win, one draw and three defeats in their last five matches across competitions. Lecce’s struggles stem from inconsistency in both creating and preventing chances against mid-to-high calibre opposition. Their most recent result was a 1:2 home loss to Cagliari, indicating potential defensive frailty and an inability to secure points at home. Di Francesco will be tasked with organising a disciplined defensive display and seeking quick transitions to trouble Milan, but the margin for error is slim against a side in better form.
H2H statistics
Over the last five meetings in all competitions, AC Milan have recorded four victories and one draw against Lecce, with no defeats. The most recent direct meeting produced a 2:0 away win for Milan, reinforcing the pattern of Milan dominance in recent encounters. Historically, this head-to-head dynamic favours the Rossoneri both psychologically and tactically.
Last results AC Milan
In their last five fixtures across all competitions AC Milan have achieved four wins and suffered one defeat. This run highlights a team in good competitive form, capable of stringing together positive results and maintaining consistency. The recent 3:0 away victory at Udinese is indicative of Milan’s ability to control matches and finish opportunities when necessary.
Last results Lecce
Lecce’s recent sequence comprises one win, one draw and three defeats from their last five matches. The form suggests a side experiencing difficulty in achieving consistent results, and their most recent defeat at home to Cagliari emphasises the defensive and attacking challenges they face. Confidence and momentum are therefore on Milan’s side heading into the cup tie.
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Conclusion
Taking into account recent form, head-to-head history and squad stability, AC Milan are the clear favourites to advance from this Coppa Italia tie. Massimiliano Allegri’s side combines defensive organisation with sufficient attacking threat to secure a home victory. Lecce, under Eusebio Di Francesco, must overcome both form issues and a record of recent defeats to spring an upset. Our principal assessment is a Milan victory (1), with the complementary selections of Both Teams to Score? No, Over 2.5 goals and a 2:0 correct score, providing a coherent set of outcomes that reflect a controlled but decisive win for the hosts. For 1X2 and BTTS markets, the best quoted odds in the provided data are available at Betwinner: 1 (AC Milan) 1.32; X 5.10; 2 (Lecce) 11.50; BTTS YES 2.65, NO 1.43.