| 2024-05-26 17:00 | D38 | Milan |  | - |  | Salernitana | | h2h |
| 2024-05-19 17:00 | D37 | Internazionale |  | - |  | Lazio | | h2h |
| 2024-05-12 17:00 | D36 | Milan | | - |  | Cagliari | | h2h |
| 2024-05-05 17:00 | D35 | Milan | | - |  | Genoa | | h2h |
| 2024-04-27 14:00 | D34 | Internazionale | | - |  | Torino | | h2h |
| 2024-04-22 19:45 | D33 | Milan | | 1-2 | | Internazionale | Fikayo Tomori 80'; Francesco Acerbi 18', Marcus Thuram 49' | |
| 2024-04-14 19:45 | D32 | Internazionale | | 2-2 | | Cagliari | Marcus Thuram 12', Hakan Çalhanoglu 74' (pen.); Eldor Shomurodov 64', Nicolas Viola 83' | |
| 2024-04-11 20:00 | QF | Milan | | 0-1 |  | Roma | Gianluca Mancini 17' | |
| 2024-04-06 14:00 | D31 | Milan | | 3-0 |  | Lecce | Christian Pulisic 6', Olivier Giroud 20', Rafael Leão 57' | |
| 2024-04-01 19:45 | D30 | Internazionale | | 2-0 |  | Empoli | Federico Dimarco 6', Alexis Sánchez 81' | |
| 2024-03-17 19:45 | D29 | Internazionale | | 1-1 |  | Napoli | Matteo Darmian 43'; Juan Jesus 82' | |
| 2024-03-10 14:00 | D28 | Milan | | 1-0 | | Empoli | Christian Pulisic 40' | |
| 2024-03-07 20:00 | L16 | 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 19:45 | D27 | Internazionale | | 2-1 | | Genoa | Kristjan Asllani 30', Alexis Sánchez 38' (pen.); Johan Vásquez 54' | |
| 2024-02-28 19:45 | D21 | Internazionale | | 4-0 |  | Atalanta | Matteo Darmian 26', Lautaro Martínez 45', Federico Dimarco 54', Davide Frattesi 71' | |
| 2024-02-25 19:45 | D26 | Milan | | 1-1 | | Atalanta | Rafael Leão 3'; Teun Koopmeiners 42' (pen.) | |
| 2024-02-20 20:00 | L16 | Internazionale | | 1-0 |  | Atlético de Madrid | Marko Arnautovic 79' | |
| 2024-02-16 20:00 | D25 | Internazionale | | 4-0 | | Salernitana | Marcus Thuram 17', Lautaro Martínez 19', Denzel Dumfries 40', Marko Arnautovic 90' | |
| 2024-02-15 20:00 | POff | Milan | | 3-0 |  | Rennes | Loftus-Cheek 32' 47', Rafael Leão 53' | |
| 2024-02-11 19:45 | D24 | Milan | | 1-0 | | Napoli | Theo Hernández 25' | |
| 2024-02-04 19:45 | D23 | Internazionale | | 1-0 |  | Juventus | Federico Gatti 37' (o.g.) | |
| 2024-01-27 19:45 | D22 | Milan | | 2-2 |  | Bologna | Loftus-Cheek 45' 83'; Joshua Zirkzee 29', Riccardo Orsolini 90' (pen.) | |
| 2024-01-14 19:45 | D20 | Milan | | 3-1 | | Roma | Yacine Adli 11', Olivier Giroud 56', Theo Hernández 84'; Leandro Paredes 69' (pen.) | |
| 2024-01-10 20:00 | QF | Milan | | 1-2 | | Atalanta | Rafael Leão 45'; Teun Koopmeiners 45' 59' (pen.) | |
| 2024-01-06 11:30 | D19 | Internazionale | | 2-1 |  | Hellas Verona | Lautaro Martínez 13', Davide Frattesi 90'; Thomas Henry 74' | |
| 2024-01-02 20:00 | L16 | Milan | | 4-1 | | Cagliari | Luka Jovic 29' 42', Chaka Traoré 50', Rafael Leão 90'; Paulo Azzi 87' | |
| 2023-12-30 17:00 | D18 | Milan | | 1-0 |  | Sassuolo | Christian Pulisic 59' | |
| 2023-12-23 17:00 | D17 | Internazionale | | 2-0 | | Lecce | Yann Bisseck 43', Nicolò Barella 78' | |
| 2023-12-20 20:00 | L16 | Internazionale | | 1-2(a.e.t.) | | Bologna | Carlos Augusto 92'; Sam Beukema 112', Dan N’Doye 116' | |
| 2023-12-17 11:30 | D16 | Milan | | 3-0 |  | Monza | Tijjani Reijnders 3', Jan-Carlo Simic 41', Noah Okafor 76' | |
| 2023-12-12 20:00 | Grp.D | Internazionale | | 0-0 |  | Real Sociedad | | |
| 2023-12-09 19:45 | D15 | Internazionale | | 4-0 |  | Udinese | Hakan Çalhanoglu 37' (pen.), Federico Dimarco 42', Marcus Thuram 44', Lautaro Martínez 84' | |
| 2023-12-02 19:45 | D14 | Milan | | 3-1 |  | Frosinone | Luka Jovic 43', Christian Pulisic 50', Fikayo Tomori 74'; Marco Brescianini 82' | |
| 2023-11-28 20:00 | Grp.F | Milan | | 1-3 |  | Borussia Dortmund | Samuel Chukwueze 37'; Marco Reus 10' (pen.), Jamie Bynoe-Gittens 59', Karim Adeyemi 69' | |
| 2023-11-25 19:45 | D13 | Milan | | 1-0 |  | Fiorentina | Theo Hernández 45' (pen.) | |
| 2023-11-12 19:45 | D12 | Internazionale | | 2-0 | | Frosinone | Federico Dimarco 43', Hakan Çalhanoglu 48' (pen.) | |
| 2023-11-07 20:00 | Grp.F | Milan | | 2-1 |  | Paris SG | Rafael Leão 12', Olivier Giroud 50'; Milan Skriniar 9' | |
| 2023-11-04 19:45 | D11 | Milan | | 0-1 | | Udinese | Roberto Pereyra 62' (pen.) | |
| 2023-10-29 17:00 | D10 | Internazionale | | 1-0 | | Roma | Marcus Thuram 81' | |
| 2023-10-24 17:45 | Grp.D | Internazionale | | 2-1 |  | Red Bull Salzburg | Alexis Sánchez 19', Hakan Çalhanoglu 64' (pen.); Oscar Gloukh 57' | |
|
25/04 - 20:00
