Pertandingan Uji Coba.

  1. 20 Juli 2018. AC Milan vs Novara: 2-0 (Suso, Calabria)
  2. 26 Juli 2018. AC Milan vs Manchester United: 1-1 (8-9 penalties) (Suso)
  3. 1 Agustus 2018. Tottenham Hotspur vs AC Milan: 1-0
  4. 5 Agustus 2018. AC Milan vs Barcelona: 1-0 (Andre Silva)

Serie A Italia

  1. 17 Agustus 2018. Genoa vs AC Milan:  (postponed)
  2. 26 Agustusa 2018. Napoli vs Ac Milan: 3-2: (Bonaventura, Calabria)
  3. 1 September 2018. Ac Milan vs AS Roma: 2-1 (Kessie, Cutrone)
  4. 17 September 2018. Cagliari vs AC Milan: 1-1 (Higuain)
  5. 24 September 2018. AC Milan vs Atalanta: 2-2 (Higuain, Bonaventura)
  6. 28 September 2018. Empoli vs AC Milan: 1-1 (Capezzi (og)
  7. 1 Oktober 2018. Sassuolo vs AC Milan: 1-4 (Kessie, Suso (2), Castillejo)
  8. 7 Oktober 2018. AC Milan vs Chievo: 3-1 (Higuain, Bonaventura)
  9. 22 Oktober 2018. Internazionale Milan vs AC Milan: 1-0 (—)
  10. 30 Oktober 2018. AC Milan vs Sampdoria: 3-2 (Cutrone, Higuain, Suso)
  11. 1 November 2018. AC Milan vs Genoa: 3-2 (Cutrone, Higuain, Suso)
  12. 5 November 2018. Udinese vs AC Milan: 0-1 (Romagnoli)
  13. 12 November 2018. AC Milan vs Juventus: 0-2 (—)
  14. 26 November 2018. Lazio vs AC Milan: 1-1 (Wallace, bd)
  15. 2 Desember 2018. AC Milan vs Parma: 2-1 (Cutrone 55′ Kessie 71p)
  16. 12 Desember 2018. AC Milan vs Torino: 0-0
  17. 18 Desember 2018. Bologna vs Milan: 0-0
  18. 23 Desember 2018. Milan vs Fiorentina: 0-1
  19. 26 December 2018. Frosinone vs AC Milan: 0-0
  20. 30 Desember 2018. AC Milan vs SPAL 2013: 2-1 Castillejo 16, Higuain, 64)
  21. 21 Januari 2019. Genoa vs AC Milan: 0-2 (Borini, 72, Suso, 83)
  22. 26 Januari 2019. AC Milan vs Napoli: 0-0.
  23. 4 Februari 2019. Roma vs AC Milan : 1-1 (Piatek)
  24. 10 Februari 2019. AC Milan vs Cagliari: 3-0 (Capitelli (og), Paqueta, Piatek)
  25. 16 Februari 2019. Atalanta vs AC Milan: 1-3 (Piatek (2), Calhanoglu)
  26. 24 Februari 2019. AC Milan vs Empoli: 3-0 (Piatek, Kessie, Calhanoglu)
  27. 2 Maret 2019: AC Milan vs Sassuolo: 1-0 (Lirolla (og))
  28. Chievo vs Milan : 1-2: (Biglia, Piatek)
  29. Milan vs Internazionale : 2-3 (Bakayoko, Mussachio)
  30. Sampdoria vs Milan: 1-0(–)
  31. Milan vs Udinese: 1-1 (Patek)
  32. Juventus vs Milan: 1-0 (–)
  33. Milan vs Lazio: 1-0 (Kessie)
  34. Parma vs Milan: 1-1 (Castilellejo)
  35. Torino vs Milan: 2-0
  36. Milan vs Bologna: 2-1 (Suso, Borini)
  37. Fiorentina vs Milan: 0-1 (Calhanoglu)
  38. SPAL vs Milan: 2-3 (Calhanoglu, Kessie (2))

Europe League 2018-2019

  1. 21 September 2018. F91 Dudelange vs Ac Milan: 0-1 (Higuain)
  2. 5 Oktober 2018. AC Milan vs Olympiakos: 3-1 (Cutrone (2), Higuain)
  3. 26 Oktober 2018. AC Milan vs Real Betis: 1-2 (Cutrone)
  4. 9 November 2018. Real Betis vs Ac Milan: 1-1 (Suso)
  5. 30 November 2018. AC Milan vs F91 Dudelange: 5-2 (Cutrone 21, da Cruz 66 (og), Calhanoglu 79, Schnell (77 og), Borini, 80)
  6. 14 Desember 2018. Olympiakos vs AC Milan: 3-1 (Zapata, 71)

Coppa Italia 2018-2019

  1. 12 Januari 2019. Sampdoria vs AC Milan: 0-2 (After Extra Time): Cutrone 102, 108)
  2. 19 Januari 2019. AC  Milan vs Napoli: 2-0 (Piatek 11, 27)
  3. 27 Februari 2019. Lazio vs Milan: 0-0
  4. Mila vs Lazio: 0-1

Super Coppa Italia 2018-2019

1. 16. Januari 2019. Juventus vs AC Milan: 1-0

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