| Season | League Cup |
| Season XXX – Anejo FC | XXX – Anejo FC |
| Season XXIX – PFC Venice | XXIX – PFC Venice |
| Season XXVIII – PFC Venice | XXVIII – Anejo FC |
| Season XXVII – Anejo FC | XXVII – Doxa Italia |
| Season XXVI – Anejo FC | XXVI – Anejo FC |
| Season XXV – Anejo FC | XXV – Anejo FC |
| Season XXIV – Anejo FC | XXIV – Anejo FC |
| Season XXIII – Doxa Italia | XXIII – Coyotes FC |
| Season XXII – Anejo FC | XXII – Anejo FC |
| Season XXI – Hollywood United FC | XXI – Valhalla |
| Season XX – Valhalla | XX – Hollywood United FC |
| Season XIX – Hollywood United FC | XIX – Hollywood United FC |
| Season XVIII – Avanti FC | XVIII – Avanti FC |
| Season XVII – Valhalla | XVII – Valhalla |
| Season XVI – Avanti FC | XVI – Avanti FC |
| Season XV – Avanti FC | XV – FC 90 |
| Season XIV – Hollywood United FC | XIV – Valhalla |
| Season XIII – Avanti FC | XIII – Avanti FC |
| Season XII – LA Vale | XII – LA Vale |
| Season XI – Avanti FC | XI – Avanti FC |
| Season X – O’Brien’s FC | X – O’Brien’s FC |
| Season IX – Avanti FC | IX – Avanti FC |
| Season VIII – Matador FC | VIII – LA United |
| Season VII – Matador FC | VII – Matador FC |
| Season VI – Offsides FC | VI – Coyotes FC |
| Season V – Avanti FC | V – Offsides FC |
| Season IV – Celtic FC | IV – Avanti FC |
| Season III – Hollywood United FC | |
| Season II – Santa Monica United | |
| Season I – Avanti FC |