| Group D | 20/08/1988 | SS L.R. Vicenza | - | Hellas Verona | 0:2 dec. | ||||
| Group D | 27/08/1988 | Hellas Verona | - | Cosenza Calcio | 4:2 | ||||
| Group D | 30/08/1988 | Atalanta | - | Hellas Verona | 1:0 | ||||
| Group D | 02/09/1988 | Hellas Verona | - | Juventus | 2:2 | ||||
| Group 1 | 13/09/1988 | Hellas Verona | - | Torino FC | 4:0 | ||||
| Group 1 | 20/09/1988 | AC Milan | - | Hellas Verona | 1:1 | ||||
| Group 1 | 28/09/1988 | Hellas Verona | - | Sambenedettese | 5:0 | ||||
| Quarter-finals | 03/01/1989 | Hellas Verona | - | Pisa SC | 2:1 | ||||
| Quarter-finals | 24/01/1989 | Pisa SC | - | Hellas Verona | 1:0 |
Italy