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Data |
Competizione
e Turno |
Partita |
Risultato |
 1 | 21/07/1998 | Amichevoli varie
--- |  | MILAN A vs MILAN B |  | 1-1 |  |
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| 2 | 24/07/1998 | Amichevoli varie
--- |  | BELLINZONA vs MILAN | | 1-2 |  |
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| 3 | 02/08/1998 | Amichevoli varie
--- | | MILAN vs PANATHINAIKOS |  | 1-2 |  |
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| 4 | 06/08/1998 | Amichevoli varie
--- |  | MONZA vs MILAN | | 1-3 | |
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| 5 | 09/08/1998 | Amichevoli varie
--- |  | STANDARD LIEGI vs MILAN | | 0-1 | |
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| 6 | 13/08/1998 | Trofeo "San Benedetto del Tronto"
--- |  | CELTA VIGO vs MILAN | | 0-1 | |
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| 7 | 20/08/1998 | Trofeo "Juan Acuna"
--- |  | DEPORTIVO LA CORUNA vs MILAN | | 0-1 | |
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| 8 | 24/08/1999 | Trofeo "Luigi Berlusconi"
--- | | MILAN vs JUVENTUS |  | 1-2 | |
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| 9 | 29/08/1998 | Amichevoli varie
--- |  | FLORA TALLINN vs MILAN | | 1-2 | |
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| 10 | 03/09/1998 | Amichevoli varie
--- |  | SOLBIATESE vs MILAN | | 0-3 | |
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| 11 | 17/09/1998 | Amichevoli varie
--- | | MILAN vs ATLETICO MILAN |  | 4-1 | |
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| 12 | 01/10/1998 | Amichevoli varie
--- |  | VERBANO vs MILAN | | 0-6 | |
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| 13 | 09/10/1998 | Amichevoli varie
--- |  | CASTELLETTESE vs MILAN | | 0-8 | |
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| 14 | 15/10/1998 | Amichevoli varie
--- | | MILAN vs FULGOR CARDANO |  | 13-1 | |
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| 15 | 22/10/1998 | Amichevoli varie
--- | | MILAN vs CESANO MADERNO |  | 10-0 | |
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| 16 | 05/11/1998 | Amichevoli varie
--- | | MILAN vs VERBANO | | 6-0 | |
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| 17 | 19/11/1998 | Amichevoli varie
--- | | SOLBIATESE vs MILAN | | 0-4 | |
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| 18 | 03/12/1998 | Amichevoli varie
--- | | MILAN vs EMILIA ROMAGNA UNDER 18 |  | 10-0 | |
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| 19 | 17/12/1998 | Amichevoli varie
--- | | MILAN vs ARCENE |  | 14-0 | |
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| 20 | 03/01/1999 | Amichevoli varie
--- | | MILAN vs CADREZZATE |  | 15-1 | |
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| 21 | 13/01/1999 | Coppa dell'Amicizia
--- |  | ESPERANCE TUNISI vs MILAN | | 1-2 | |
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| 22 | 21/01/1999 | Amichevoli varie
--- | | MILAN vs VIGGIù |  | 9-0 | |
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| 23 | 26/01/1999 | Coppa Opel Masters
1^ incontro |  | PARIS ST. GERMAIN vs MILAN | | 1-3 | |
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| 24 | 26/01/1999 | Coppa Opel Masters
2^ incontro |  | ANDERLECHT vs MILAN | | 0-0 | |
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| 25 | 04/02/1999 | Amichevoli varie
--- | | MILAN vs VENEGONO |  | 10-0 | |
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| 26 | 10/02/1999 | Amichevoli varie
--- | | MILAN vs DINAMO KIEV |  | 1-2 | |
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| 27 | 18/02/1999 | Amichevoli varie
--- | | MILAN vs GIUSSANO |  | 5-0 | |
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| 28 | 24/02/1999 | Amichevoli varie
--- | | MILAN vs VIGEVANO |  | 7-0 | |
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| 29 | 04/03/1999 | Amichevoli varie
--- | | MILAN vs FANFULLA |  | 7-0 | |
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| 30 | 10/03/1999 | Amichevoli varie
--- | | MILAN vs U.C. BERGAMO |  | 6-0 | |
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| 31 | 18/03/1999 | Amichevoli varie
--- | | MILAN vs MAGENTA |  | 7-0 | |
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| 32 | 31/03/1999 | Amichevoli varie
--- | | MILAN A vs MILAN PRIMAVERA |  | 9-3 | |
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| 33 | 08/04/1999 | Amichevoli varie
--- | | MILAN vs LUCREZIA |  | 7-1 | |
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| 34 | 15/04/1999 | Amichevoli varie
--- | | MILAN A vs MILAN PRIMAVERA | | 5-2 | |
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| 35 | 22/04/1999 | Amichevoli varie
--- | | MILAN vs ASIAGO |  | 9-0 | |
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| 36 | 06/05/1999 | Amichevoli varie
--- | | MILAN A vs MILAN ALLIEVI |  | 22-0 | |
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| 37 | 12/05/1999 | Amichevoli varie
--- | | MILAN vs TEZZE |  | 10-0 | |
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| 38 | 20/05/1999 | Amichevoli varie
--- | | MILAN A vs MILAN ALLIEVI | | 10-1 | |
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| 39 | 28/05/1999 | Amichevoli varie
--- | | MILAN vs UNIVERSAL SOLARO |  | 6-0 | |
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| 40 | 31/05/1999 | Amichevoli varie
--- |  | BAYERN MONACO vs MILAN | | 2-3 | |
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| 41 | 03/06/1999 | Amichevoli varie
--- |  | SAN MARINO vs MILAN | | 1-2 | |
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