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1/128-finals
1/64-finals
1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2008/09
1/128-finals
| 1 | Sampdoria | Bye | |
| 9 | Siena | Bye | |
| 11 | Pescara | Mezzocorona | 2 : 0 |
| 12 | Bye | AlbinoLeffe | |
| 13 | Cittadella | Bye | |
| 14 | Bye | Pisa | |
| 15 | Ancona | Bye | |
| 16 | Bye | Empoli | |
| 17 | Reggio Calabria | Bye | |
| 19 | Cavese | AS Biellese | 3 : 1 |
| 20 | Bye | Grosseto | |
| 21 | Triestina | Bye | |
| 22 | USD Castelsardo | Sorrento | 1 : 3 |
| 24 | Bye | Cagliari | |
| 32 | Bye | Udinese | |
| 33 | AS Roma | Bye | |
| 41 | Ascoli | Bye | |
| 42 | Lumezzane | Perugia | 0 : 1 |
| 43 | Bassano | Taranto | 2 : 1 |
| 44 | Bye | Bari | |
| 45 | L.R. Vicenza | Bye | |
| 46 | Celano | Monza | 1 : 2 |
| 48 | Bye | Bologna | |
| 49 | Genoa | Bye | |
| 51 | Gallipoli | Bacoli Sibilla Flegrea | 3 : 2 |
| 52 | Bye | Mantova | |
| 53 | Palermo | Bye | |
| 55 | Rimini | Bye | |
| 56 | Castellarano Calcio | Ravenna | 1 : 5 |
| 64 | Bye | Inter | |
| 65 | Juventus | Bye | |
| 73 | Padova | Pontedera | 8 : 0 |
| 74 | Bye | Piacenza | |
| 76 | Bye | Chievo | |
| 77 | Parma | Bye | |
| 78 | Arezzo | Portogruaro | 1 : 4 |
| 80 | Bye | Catania | |
| 81 | Salernitana | Bye | |
| 82 | AC Chioggia Sottomarina | Cesena | 1 : 3 |
| 84 | Bye | Lecce | |
| 85 | Reggiana | Cremonese | 3 : 0 |
| 86 | Bye | Avellino | |
| 87 | Barletta | Foggia | 2 : 0 |
| 88 | Bye | Sassuolo | |
| 96 | Bye | Napoli | |
| 97 | Torino | Bye | |
| 99 | Foligno | Pergocrema | 3 : 2 |
| 100 | Bye | Brescia | |
| 101 | Crotone | Angolana | 2 : 0 |
| 102 | Bye | Frosinone | |
| 103 | Novara | Marcianise | 3 : 1 |
| 104 | Bye | Livorno | |
| 112 | Bye | Fiorentina | |
| 113 | AC Milan | Bye | |
| 121 | Atalanta | Bye | |
| 123 | Pro Sesto | Tritium | 2 : 0 |
| 124 | Bye | Modena | |
| 125 | Benevento | Legnano | 3 : 1 |
| 126 | Bye | Treviso | |
| 128 | Bye | Lazio |
1/64-finals
| 1 | Sampdoria | Bye | |
| 5 | Siena | Bye | |
| 6 | Pescara | AlbinoLeffe | 2 : 3 |
| 7 | Cittadella | Pisa | 2 : 1 |
| 8 | Ancona | Empoli | 0 : 2 |
| 9 | Reggio Calabria | Bye | |
| 10 | Cavese | Grosseto | 2 : 4 |
| 11 | Triestina | Sorrento | 2 : 1 |
| 12 | Bye | Cagliari | |
| 16 | Bye | Udinese | |
| 17 | AS Roma | Bye | |
| 21 | Ascoli | Perugia | 3 : 1 |
| 22 | Bassano | Bari | 0 : 2 |
| 23 | L.R. Vicenza | Monza | 3 : 0 |
| 24 | Bye | Bologna | |
| 25 | Genoa | Bye | |
| 26 | Gallipoli | Mantova | 0 : 1 |
| 27 | Palermo | Bye | |
| 28 | Rimini | Ravenna | 3 : 4 |
| 32 | Bye | Inter | |
| 33 | Juventus | Bye | |
| 37 | Padova | Piacenza | 1 : 0 |
| 38 | Bye | Chievo | |
| 39 | Parma | Portogruaro | 3 : 2 |
| 40 | Bye | Catania | |
| 41 | Salernitana | Cesena | 3 : 1 |
| 42 | Bye | Lecce | |
| 43 | Reggiana | Avellino | 1 : 0 |
| 44 | Barletta | Sassuolo | 1 : 3 |
| 48 | Bye | Napoli | |
| 49 | Torino | Bye | |
| 50 | Foligno | Brescia | 1 : 2 |
| 51 | Crotone | Frosinone | 2 : 0 |
| 52 | Novara | Livorno | 0 : 3 |
| 56 | Bye | Fiorentina | |
| 57 | AC Milan | Bye | |
| 61 | Atalanta | Bye | |
| 62 | Pro Sesto | Modena | 0 : 1 |
| 63 | Benevento | Treviso | 3 : 2 |
| 64 | Bye | Lazio |
1/32-finals
| 1 | Sampdoria | Bye | |
| 3 | Siena | AlbinoLeffe | 4 : 0 |
| 4 | Cittadella | Empoli | 0 : 1 |
| 5 | Reggio Calabria | Grosseto | 3 : 0 |
| 6 | Triestina | Cagliari | 0 : 1 |
| 8 | Bye | Udinese | |
| 9 | AS Roma | Bye | |
| 11 | Ascoli | Bari | 1 : 0 |
| 12 | L.R. Vicenza | Bologna | 0 : 2 |
| 13 | Genoa | Mantova | 3 : 1 |
| 14 | Palermo | Ravenna | 1 : 2 |
| 16 | Bye | Inter | |
| 17 | Juventus | Bye | |
| 19 | Padova | Chievo | 2 : 1 |
| 20 | Parma | Catania | 1 : 2 |
| 21 | Salernitana | Lecce | 1 : 0 |
| 22 | Reggiana | Sassuolo | 0 : 1 |
| 24 | Bye | Napoli | |
| 25 | Torino | Brescia | 2 : 1 |
| 26 | Crotone | Livorno | 0 : 3 |
| 28 | Bye | Fiorentina | |
| 29 | AC Milan | Bye | |
| 31 | Atalanta | Modena | 2 : 1 |
| 32 | Benevento | Lazio | 1 : 5 |
1/16-finals
| 1 | Sampdoria | Bye | |
| 2 | Siena | Empoli | 0 : 2 |
| 3 | Reggio Calabria | Cagliari | 4 : 0 |
| 4 | Bye | Udinese | |
| 5 | AS Roma | Bye | |
| 6 | Ascoli | Bologna | 0 : 1 |
| 7 | Genoa | Ravenna | 2 : 1 |
| 8 | Bye | Inter | |
| 9 | Juventus | Bye | |
| 10 | Padova | Catania | 0 : 4 |
| 11 | Salernitana | Sassuolo | 3 : 2 |
| 12 | Bye | Napoli | |
| 13 | Torino | Livorno | 3 : 2 |
| 14 | Bye | Fiorentina | |
| 15 | AC Milan | Bye | |
| 16 | Atalanta | Lazio | 0 : 2 |
1/8-finals
| 1 | Sampdoria | Empoli | 2 : 1 |
| 2 | Reggio Calabria | Udinese | 0 : 1 |
| 3 | AS Roma | Bologna | 2 : 0 |
| 4 | Genoa | Inter | 1 : 3 |
| 5 | Juventus | Catania | 3 : 0 |
| 6 | Salernitana | Napoli | 1 : 3 |
| 7 | Torino | Fiorentina | 1 : 0 |
| 8 | AC Milan | Lazio | 1 : 2 |
Quarter-finals
| 1 | Sampdoria | Udinese | 2 : 1 |
| 2 | AS Roma | Inter | 1 : 2 |
| 3 | Juventus | Napoli | 1 : 0 |
| 4 | Torino | Lazio | 1 : 3 |
Semi-finals
| 1 | Sampdoria | Inter | 0 : 1, 3 : 0 |
| 2 | Juventus | Lazio | 1 : 2, 1 : 2 |
Final
| 1 | Sampdoria | Lazio | 1 : 2 |
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