The 1996 CONCACAF Cup Winners Cup was the fifth edition of this defunct tournament contended between 1991 and 1998.[1]
| Dates | 1996 |
|---|---|
| Final positions | |
| Champions | Abandoned |
Preliminary round edit
Northern Zone edit
Richmond Kickers qualified for interzonal playoff.
Caribbean Zone edit
Round 1 edit
 United Petrotrin | 4-1 |  Robinhood |
|---|---|---|
| Robinhood | 0-2 | United Petrotrin |
|---|---|---|
Round 2 edit
| United Petrotrin | 0-1 |  Siroco (Les Abymes) |
|---|---|---|
| Siroco (Les Abymes) | 1-0 | United Petrotrin |
|---|---|---|
Siroco qualified for interzonal playoff
Central Zone edit
Round 1 edit
 Juventus F.C. (Belize) | w/o |  FC San Marcos |
|---|---|---|
| FC San Marcos withdrew |
Round 2 edit
 Olimpia | 2-0 |  Árabe Unido |
|---|---|---|
| Juventus (Orange Walk) | 3-4 |  C.S.D. Municipal |
|---|---|---|
| Municipal | 1-0 | Juventus (Orange Walk) |
|---|---|---|
Interzonal Playoff edit
 Richmond Kickers | Not Played | Siroco (Les Abymes) |
|---|---|---|
Final Round edit
Tournament was abandoned.