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| 1st(1st leg) | Cosenza Calcio | - | SS Barletta Calcio | 0:1 | ||
| 2nd (2nd leg) | SS Barletta Calcio | - | Cosenza Calcio | 0:3 aet | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Cosenza Calcio | ||||
| 1st(1st leg) | ACF Fiorentina | - | AC Venezia | 1:0 | ||
| 2nd (2nd leg) | AC Venezia | - | ACF Fiorentina | 0:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: ACF Fiorentina | ||||
| 1st(1st leg) | AC Reggiana | - | Calcio Como | 0:1 | ||
| 2nd (2nd leg) | Calcio Como | - | AC Reggiana | 1:2 aet | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: AC Reggiana | ||||
| 1st(1st leg) | Reggina Calcio | - | Modena FC | 1:3 | ||
| 2nd (2nd leg) | Modena FC | - | Reggina Calcio | 1:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Modena FC | ||||
| 1st(1st leg) | US Cremonese | - | NAC Mantova | 2:0 | ||
| 2nd (2nd leg) | NAC Mantova | - | US Cremonese | 0:0 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: US Cremonese | ||||
| 1st(1st leg) | Brescia Calcio | - | Salernitana Sport | 0:0 | ||
| 2nd (2nd leg) | Salernitana Sport | - | Brescia Calcio | 0:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Brescia Calcio | ||||
| 1st(1st leg) | Hellas Verona | - | US Palermo | 2:1 | ||
| 2nd (2nd leg) | US Palermo | - | Hellas Verona | 1:3 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Hellas Verona | ||||
| 1st(1st leg) | Calcio Padova | - | AC Monza | 3:1 | ||
| 2nd (2nd leg) | AC Monza | - | Calcio Padova | 2:0 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: AC Monza | ||||
| 1st(1st leg) | US Avellino | - | Taranto FC | 1:1 | ||
| 2nd (2nd leg) | Taranto FC | - | US Avellino | 2:0 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Taranto FC | ||||
| 1st(1st leg) | Udinese Calcio | - | US Casertana | 4:1 | ||
| 2nd (2nd leg) | US Casertana | - | Udinese Calcio | 1:0 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Udinese Calcio | ||||
| 1st(1st leg) | US Foggia | - | Lucchese | 4:1 | ||
| 2nd (2nd leg) | Lucchese | - | US Foggia | 3:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: US Foggia | ||||
| 1st(1st leg) | Ascoli Calcio | - | Giarre | 1:0 | ||
| 2nd (2nd leg) | Giarre | - | Ascoli Calcio | 2:0 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Giarre | ||||
| 1st(1st leg) | Ancona Calcio | - | A.C.R. Messina | 2:2 | ||
| 2nd (2nd leg) | A.C.R. Messina | - | Ancona Calcio | 1:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: A.C.R. Messina | ||||
| 1st(1st leg) | Pescara Calcio | - | US Catanzaro | 1:0 | ||
| 2nd (2nd leg) | US Catanzaro | - | Pescara Calcio | 0:2 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: Pescara Calcio | ||||
| 1st(1st leg) | US Lecce | - | Empoli FC | 0:0 | ||
| 2nd (2nd leg) | Empoli FC | - | US Lecce | 4:5 pso | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: US Lecce | ||||
| 1st(1st leg) | US Triestina | - | Licata | 1:0 | ||
| 2nd (2nd leg) | Licata | - | US Triestina | 0:1 | ||
| 1st(1st leg): 26/08/1990 | 2nd (2nd leg): 02/09/1990 | Winner: US Triestina | ||||
