[3] LA Galaxy II 2-3 Oakland Roots [13] 2021-05-24 00:00
Stadium: Dignity Health Sports Park Round: 1
Home History
| USA USL Championship | 2021/05/20 02:30 | Ventura County FC v Sporting Kansas City II | D | 1-1 |
| USA USL Championship | 2021/05/15 01:00 | Real Monarchs SLC v Ventura County FC | W | 0-2 |
| USA USL Championship | 2021/05/10 00:00 | Ventura County FC v Tacoma Defiance | D | 1-1 |
| USA USL Championship | 2021/05/06 02:30 | Ventura County FC v Las Vegas Lights FC | W | 5-0 |
| USA USL Championship | 2021/05/01 02:30 | Ventura County FC v Sacramento Republic | L | 0-1 |
| USA USL Championship | 2020/10/11 01:00 | Reno 1868 FC v Ventura County FC | L | 4-1 |
| USA USL Championship | 2020/10/04 02:30 | Phoenix Rising FC v Ventura County FC | L | 4-1 |
| USA USL Championship | 2020/10/01 02:00 | Ventura County FC v Orange County SC | W | 3-1 |
Away History
| USA USL Championship | 2021/05/09 02:30 | Phoenix Rising FC v Oakland Roots | L | 3-0 |
| USA NISA | 2020/10/02 22:00 | Oakland Roots v Detroit City FC | L | 1-2 |
| USA NISA | 2020/09/30 21:00 | Oakland Roots v Chattanooga FC | W | 3-2 |
| USA NISA | 2020/09/27 21:00 | Oakland Roots v Michigan Stars | W | 1-0 |
| USA NISA | 2020/09/24 21:00 | Oakland Roots v Detroit City FC | L | 1-2 |
| USA NISA | 2020/09/22 00:00 | Oakland Roots v New Amsterdam FC | W | 3-0 |
| USA NISA | 2020/09/13 23:00 | California Utd Strikers v Oakland Roots | D | 1-1 |
| USA NISA | 2020/09/05 23:00 | LA Force v Oakland Roots | W | 0-2 |