| 2024-05-26 18:00 | G38 | Milan |  | - |  | Salernitana | | testa a testa |
| 2024-05-19 18:00 | G37 | Internazionale |  | - |  | Lazio | | testa a testa |
| 2024-05-12 18:00 | G36 | Milan | | - |  | Cagliari | | testa a testa |
| 2024-05-05 18:00 | G35 | Milan | | - |  | Genoa | | testa a testa |
| 2024-04-28 18:00 | G34 | Internazionale | | - |  | Torino | | testa a testa |
| 2024-04-22 20:45 | G33 | Milan | | - | | Internazionale | | testa a testa |
| 2024-04-14 20:45 | G32 | Internazionale | | 2-2 | | Cagliari | Marcus Thuram 12', Hakan Çalhanoglu 74' (r); Eldor Shomurodov 64', Nicolas Viola 83' | |
| 2024-04-11 21:00 | QF | Milan | | 0-1 |  | Roma | Gianluca Mancini 17' | |
| 2024-04-06 15:00 | G31 | Milan | | 3-0 |  | Lecce | Christian Pulisic 6', Olivier Giroud 20', Rafael Leão 57' | |
| 2024-04-01 20:45 | G30 | Internazionale | | 2-0 |  | Empoli | Federico Dimarco 6', Alexis Sánchez 81' | |
| 2024-03-17 20:45 | G29 | Internazionale | | 1-1 |  | Napoli | Matteo Darmian 43'; Juan Jesus 82' | |
| 2024-03-10 15:00 | G28 | Milan | | 1-0 | | Empoli | Christian Pulisic 40' | |
| 2024-03-07 21:00 | 1/8 | Milan | | 4-2 |  | Slavia Praha | Olivier Giroud 34', Tijjani Reijnders 44', Loftus-Cheek 45', Christian Pulisic 85'; David Doudera 36', Ivan Schranz 65' | |
| 2024-03-04 20:45 | G27 | Internazionale | | 2-1 | | Genoa | Kristjan Asllani 30', Alexis Sánchez 38' (r); Johan Vásquez 54' | |
| 2024-02-28 20:45 | G21 | Internazionale | | 4-0 |  | Atalanta | Matteo Darmian 26', Lautaro Martínez 45', Federico Dimarco 54', Davide Frattesi 71' | |
| 2024-02-25 20:45 | G26 | Milan | | 1-1 | | Atalanta | Rafael Leão 3'; Teun Koopmeiners 42' (r) | |
| 2024-02-20 21:00 | 1/8 | Internazionale | | 1-0 |  | Atlético de Madrid | Marko Arnautovic 79' | |
| 2024-02-16 21:00 | G25 | Internazionale | | 4-0 | | Salernitana | Marcus Thuram 17', Lautaro Martínez 19', Denzel Dumfries 40', Marko Arnautovic 90' | |
| 2024-02-15 21:00 | POff | Milan | | 3-0 |  | Rennes | Loftus-Cheek 32' 47', Rafael Leão 53' | |
| 2024-02-11 20:45 | G24 | Milan | | 1-0 | | Napoli | Theo Hernández 25' | |
| 2024-02-04 20:45 | G23 | Internazionale | | 1-0 |  | Juventus | Federico Gatti 37' (a.g.) | |
| 2024-01-27 20:45 | G22 | Milan | | 2-2 |  | Bologna | Loftus-Cheek 45' 83'; Joshua Zirkzee 29', Riccardo Orsolini 90' (r) | |
| 2024-01-14 20:45 | G20 | Milan | | 3-1 | | Roma | Yacine Adli 11', Olivier Giroud 56', Theo Hernández 84'; Leandro Paredes 69' (r) | |
| 2024-01-10 21:00 | QF | Milan | | 1-2 | | Atalanta | Rafael Leão 45'; Teun Koopmeiners 45' 59' (r) | |
| 2024-01-06 12:30 | G19 | Internazionale | | 2-1 |  | Hellas Verona | Lautaro Martínez 13', Davide Frattesi 90'; Thomas Henry 74' | |
| 2024-01-02 21:00 | 1/8 | Milan | | 4-1 | | Cagliari | Luka Jovic 29' 42', Chaka Traoré 50', Rafael Leão 90'; Paulo Azzi 87' | |
| 2023-12-30 18:00 | G18 | Milan | | 1-0 |  | Sassuolo | Christian Pulisic 59' | |
| 2023-12-23 18:00 | G17 | Internazionale | | 2-0 | | Lecce | Yann Bisseck 43', Nicolò Barella 78' | |
| 2023-12-20 21:00 | 1/8 | Internazionale | | 1-2(d.t.s.) | | Bologna | Carlos Augusto 92'; Sam Beukema 112', Dan N’Doye 116' | |
| 2023-12-17 12:30 | G16 | Milan | | 3-0 |  | Monza | Tijjani Reijnders 3', Jan-Carlo Simic 41', Noah Okafor 76' | |
| 2023-12-12 21:00 | GrpD | Internazionale | | 0-0 |  | Real Sociedad | | |
| 2023-12-09 20:45 | G15 | Internazionale | | 4-0 |  | Udinese | Hakan Çalhanoglu 37' (r), Federico Dimarco 42', Marcus Thuram 44', Lautaro Martínez 84' | |
| 2023-12-02 20:45 | G14 | Milan | | 3-1 |  | Frosinone | Luka Jovic 43', Christian Pulisic 50', Fikayo Tomori 74'; Marco Brescianini 82' | |
| 2023-11-28 21:00 | GrpF | Milan | | 1-3 |  | Borussia Dortmund | Samuel Chukwueze 37'; Marco Reus 10' (r), Jamie Bynoe-Gittens 59', Karim Adeyemi 69' | |
| 2023-11-25 20:45 | G13 | Milan | | 1-0 |  | Fiorentina | Theo Hernández 45' (r) | |
| 2023-11-12 20:45 | G12 | Internazionale | | 2-0 | | Frosinone | Federico Dimarco 43', Hakan Çalhanoglu 48' (r) | |
| 2023-11-07 21:00 | GrpF | Milan | | 2-1 |  | Paris SG | Rafael Leão 12', Olivier Giroud 50'; Milan Skriniar 9' | |
| 2023-11-04 20:45 | G11 | Milan | | 0-1 | | Udinese | Roberto Pereyra 62' (r) | |
| 2023-10-29 18:00 | G10 | Internazionale | | 1-0 | | Roma | Marcus Thuram 81' | |
| 2023-10-24 18:45 | GrpD | Internazionale | | 2-1 |  | Red Bull Salzburg | Alexis Sánchez 19', Hakan Çalhanoglu 64' (r); Oscar Gloukh 57' | |
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