| 1989–90 season | |||
| Chairman | Silvio Berlusconi | ||
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| Manager | Arrigo Sacchi | ||
| Serie A | 2nd | ||
| Coppa Italia | Runners-up | ||
| European Cup | Winners | ||
| Top goalscorer | Marco van Basten (19) | ||
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A.C. Milan won their second consecutive European Cup, thanks to a final victory over Benfica. The Dutch trio of Marco van Basten, Ruud Gullit and Frank Rijkaard was now a firmly established unit, but their efforts were not quite enough to defeat Napoli in the title chase.
Contents |
| 1 | Cesena | 0–3 | Milan | |||
| Stroppa 7' Borgonovo 10' Massaro 44' |
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| 2 | Milan | 0–1 | Lazio | |||
| Maldini 41' (o.g.) | ||||||
| 3 | Atalanta | 0–1 | Milan | |||
| Ancelotti 29' | ||||||
| 4 | Milan | 3–1 | Udinese | |||
| Ancelotti 45' Massaro 66' Rijkaard 83' |
Balbo 48' | |||||
| 5 | Genoa | 1–1 | Milan | |||
| Aguilera 73' | Rijkaard 77' | |||||
| 6 | Milan | 1–1 | Fiorentina | |||
| Tassotti 2' | Dell'Oglio 66' | |||||
| 7 | Napoli | 3–0 | Milan | |||
| Carnevale 19', 45' Maradona 84' |
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| 8 | Cremonese | 1–0 | Milan | |||
| Dezotti 9' | ||||||
| 9 | Milan | 1–0 | Roma | |||
| van Basten 81' | ||||||
| 10 | Ascoli | 1–0 | Milan | |||
| Casagrande 41' | ||||||
| 11 | Milan | 3–2 | Juventus | |||
| van Basten 52' (pen.), 85' Donadoni 78' |
De Agostini 62' (pen.) Schillaci 65' |
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| 12 | Internazionale | 0–3 | Milan | |||
| van Basten 52' Fuser 75' Massaro 86' |
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| 13 | Milan | 2–0 | Lecce | |||
| van Basten 59' (pen.) Massaro 78' |
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| 14 | Milan | 1–0 | Bologna | |||
| Donadoni 65' | ||||||
| 15 | Sampdoria | 1–1 | Milan | |||
| Vierchowod 65' | Ancelotti 70' | |||||
| 16 | Milan | 0–0 | Verona | |||
| 17 | Bari | 0–1 | Milan | |||
| van Basten 89' | ||||||
| 18 | Milan | 3–0 | Cesena | |||
| Donadoni 9' Tassotti 49' van Basten 75' (pen.) |
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| 19 | Lazio | 1–3 | Milan | |||
| Amarildo 66' | Massaro 5' Fuser 10' Colombo 71' |
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| 20 | Milan | 3–1 | Atalanta | |||
| van Basten 14', 60', 62' | Caniggia 12' | |||||
| 21 | Udinese | 0–2 | Milan | |||
| van Basten 12', 80' | ||||||
| 22 | Milan | 1–0 | Genoa | |||
| Massaro 1' | ||||||
| 23 | Fiorentina | 2–3 | Milan | |||
| R. Baggio 23' (pen.) Kubík 47' |
Evani 55' van Basten 60' (pen.), 66' (pen.) |
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| 24 | Milan | 3–0 | Napoli | |||
| Massaro 47' Maldini 71' van Basten 86' |
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| 25 | Milan | 2–1 | Cremonese | |||
| Massaro 17' van Basten 72' |
Dezotti 85' (pen.) | |||||
| 26 | Roma | 0–4 | Milan | |||
| Tempestilli 34' (o.g.) van Basten 39', 57' Massaro 89' |
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| 27 | Milan | 2–1 | Ascoli | |||
| Stroppa 52' Tassotti 64' |
Cvetković 49' | |||||
| 28 | Juventus | 3–0 | Milan | |||
| Schillaci 7' Rui Barros 18', 58' |
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| 29 | Milan | 1–3 | Internazionale | |||
| Costacurta 84' | Serena 3', 90' Matthäus 24' (pen.) |
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| 30 | Lecce | 1–2 | Milan | |||
| Benedetti 6' | Baresi 34' van Basten 58' |
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| 31 | Bologna | 0–0 | Milan | |||
| 32 | Milan | 1–0 | Sampdoria | |||
| Massaro 61' | ||||||
| 33 | Verona | 2–1 | Milan | |||
| Sotomayor 63' D. Pellegrini 89' |
Simone 33' | |||||
| 34 | Milan | 4–0 | Bari | |||
| Borgonovo 68' Evani 71', 78' Donadoni 76' |
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