Hingga musim lalu, AC Milan belum kembali ke masa kejayaannya. Krzystof Piatek dan kolega hanya menempati peringkat kelima di Serie A, semifinal Coppa Italia, dan terdampar di fase grup Europa League. Musim ini, perubahan mulai disiapkan, termasuk dengan mendepak Gennaro Gattuso dari pos pelatih kepala. Milan pun menunjuk Marco Giampaolo sebagai pelatih baru.
Musim 2019/2020 AC Milan hanya bermain di kompetisi domestik. Mereka memang lolos ke Europa League, akan tetapi itu dibatalkan karena masalah financial fair play.
Di bursa transfer musim ini, Milan mendatangkan sejumlah pemain penting, termasuk mempermanenkan Franck Kessie dari Atalanta, juga memboyong bek muda Real Madrid, Theo Hernandez.
Berikut kami sajikan daftar nama pemain AC Milan musim 2019/2020.
Daftar Nama Pemain AC Milan Musim 2019/2020
| No | Nama | Pos |
| 25 | Pepe Reina | GK |
| 90 | Antonio Donnarumma | GK |
| 99 | Gianluigi Donnarumma | GK |
| 2 | Davide Calabria | RB / LB |
| 12 | Andrea Conti | RB / RM |
| 13 | Alessio Romagnoli | CB / LB |
| 19 | Theo Hernández | LB |
| 22 | Mateo Musacchio | CB |
| 23 | Ivan Strinić | LB / CB |
| 31 | Mattia Caldara | CB |
| 43 | Léo Duarte | CB |
| 46 | Matteo Gabbia | CB / DM |
| 68 | Ricardo Rodríguez | LB / CB |
| 4 | Ismaël Bennacer | DM / CM |
| 5 | Giacomo Bonaventura | AM / CM |
| 8 | Suso | AM / RW |
| 10 | Hakan Çalhanoğlu | CM / LW |
| 20 | Lucas Biglia | DM / CM |
| 33 | Rade Krunić | CM / AM |
| 39 | Lucas Paquetá | CM / AM |
| 79 | Franck Kessié | CM / DM |
| 93 | Diego Laxalt | LM / LB |
| 7 | Samu Castillejo | SS / RW |
| 9 | Krzysztof Piątek | ST |
| 11 | Fabio Borini | SS / CM |
| 17 | Rafael Leão | ST / SS |
| 27 | André Silva | ST |
Daftar Nama Pemain Baru AC Milan Musim 2019/2020
| Tanggal | Pos | Nama | Dari |
| 01-Jul-19 | MF | Franck Kessié | Atalanta |
| 06-Jul-19 | DF | Theo Hernandez | Real Madrid |
| 08-Jul-19 | MF | Rade Krunić | Empoli |
| 10-Jul-19 | DF | Emanuele Elia | Cosenza |
| 11-Jul-19 | GK | Andreas Jungdal | Vejle BK |
| 25-Jul-19 | DF | Gabriele Galardi | Vigor Perconti |
| 01-Aug-19 | FW | Rafael Leão | Lille |
| 04-Aug-19 | MF | Ismaël Bennacer | Empoli |
| 06-Aug-19 | DF | Andrei Coubis | Lombardia 1 |
| 06-Aug-19 | FW | Italy Luan Capanni | Lazio |
| 07-Aug-19 | DF | Léo Duarte | Flamengo |
| 09-Aug-19 | DF | Riad Tahar | Lyon |
Daftar Nama Pemain yang Dijual AC Milan Musim 2019/2020
| Tanggal | Pos | Nama | Ke |
| 01-Jul-19 | DF | Ignazio Abate | |
| 01-Jul-19 | MF | Riccardo Montolivo | |
| 01-Jul-19 | MF | Andrea Bertolacci | |
| 01-Jul-19 | MF | Argentina José Mauri | |
| 01-Jul-19 | DF | Cristián Zapata | Genoa |
| 01-Jul-19 | MF | Manuel Locatelli | Sassuolo |
| 01-Jul-19 | DF | Stefan Simić | Hajduk Split |
| 13-Jul-19 | FW | Enrico Vocale | Como |
| 17-Jul-19 | DF | Ethiopia Daniel Culotta | |
| 17-Jul-19 | DF | Riccardo Sassi | |
| 17-Jul-19 | DF | Devid Girola | |
| 17-Jul-19 | FW | Antonio Fabozzi | Legnano |
| 18-Jul-19 | DF | Gian Filippo Felicioli | Venezia |
| 19-Jul-19 | DF | Gabriele Basani | Virtus Entella |
| 22-Jul-19 | DF | Andrés Llamas | Pistoiese |
| 26-Jul-19 | MF | Adrian Galliani | Watford |
| 26-Jul-19 | GK | Nicò Zanellato | Crema |
| 30-Jul-19 | FW | Patrick Cutrone | Wolverhampton |
| 31-Jul-19 | DF | Tiago Djaló | Lille |
| 02-Aug-19 | DF | Riccardo Martimbianco | Mestre |
| 18-Aug-19 | GK | Leonardo Uzzo | Pergolettese |
Daftar Nama Pemain yang Dipinjamkan AC Milan Musim 2019/2020
| Tanggal | Pos | Nama | Ke |
| 06-Jul-19 | DF | Gustavo Gomez | Palmeiras |
| 10-Jul-19 | DF | Gabriele Bellodi | Crotone |
| 15-Jul-19 | MF | Tommaso Pobega | Pordenone |
| 25-Jul-19 | FW | Ismet Sinani | Sicula Leonzio |
| 01-Aug-19 | GK | Alessandro Plizzari | Livorno |