| | | |
| March 7, 2026 | W | Oakland Roots SC 1 at Monterey Bay FC 0 | Final |
| March 14, 2026 | W | New Mexico United 1 at Oakland Roots SC 2 | Final |
| March 21, 2026 | T | Oakland Roots SC 2 at Phoenix Rising FC 2 | Final |
| March 28, 2026 | L | Orange County SC 1 at Oakland Roots SC 0 | Final |
| April 11, 2026 | T | Oakland Roots SC 2 at Tampa Bay Rowdies 2 | Final |
| April 18, 2026 | T | FC Tulsa 1 at Oakland Roots SC 1 | Final |
| April 22, 2026 | W | Las Vegas Lights FC 2 at Oakland Roots SC 4 | Final |
| April 25, 2026 | T | Oakland Roots SC 1 at Monterey Bay FC 1 (USL Cup) | Final |
| May 2, 2026 | T | Oakland Roots SC 2 at Loudoun United FC 2 | Final |
| May 9, 2026 | W | El Paso Locomotive FC 1 at Oakland Roots SC 2 | Final |
| May 16, 2026 | L | Sacramento Republic FC 1 at Oakland Roots SC 0 (USL Cup) | Final |
| May 23, 2026 | L | Oakland Roots SC 2 at Orange County SC 3 | Final |
| May 30, 2026 | L | Colorado Springs Switchbacks FC 1 at Oakland Roots SC 0 | Final |
| June 6, 2026 | | Oakland Roots SC at Las Vegas Lights FC | 10:30 p.m. |
| June 13, 2026 | | Miami FC at Oakland Roots SC | 10:00 p.m. |
| June 17, 2026 | | Birmingham Legion FC at Oakland Roots SC | 3:00 p.m. |
| June 20, 2026 | | Oakland Roots SC at Phoenix Rising FC | 10:30 p.m. |
| July 4, 2026 | | Oakland Roots SC at New Mexico United | 9:30 p.m. |
| July 11, 2026 | | Spokane Velocity FC at Oakland Roots SC (USL Cup) | 2:00 p.m. |
| July 22, 2026 | | Oakland Roots SC at Lexington SC | 7:00 p.m. |
| July 25, 2026 | | Sacramento Republic FC at Oakland Roots SC | 10:00 p.m. |
| August 1, 2026 | | Pittsburgh Riverhounds SC at Oakland Roots SC | 10:00 p.m. |
| August 5, 2026 | | Oakland Roots SC at Las Vegas Lights FC | 10:30 p.m. |
| August 8, 2026 | | Oakland Roots SC at El Paso Locomotive FC | 9:00 p.m. |
| August 15, 2026 | | Monterey Bay FC at Oakland Roots SC | 10:00 p.m. |
| August 22, 2026 | | Oakland Roots SC at San Antonio FC | 9:00 p.m. |
| August 29, 2026 | | Orange County SC at Oakland Roots SC | 8:00 p.m. |
| September 12, 2026 | | Lexington SC at Oakland Roots SC | 10:00 p.m. |
| September 20, 2026 | | Oakland Roots SC at Indy Eleven | 5:00 p.m. |
| September 26, 2026 | | Phoenix Rising FC at Oakland Roots SC | 10:00 p.m. |
| October 3, 2026 | | Oakland Roots SC at Colorado Springs Switchbacks FC | 9:00 p.m. |
| October 10, 2026 | | San Antonio FC at Oakland Roots SC | 10:00 p.m. |
| October 17, 2026 | | Oakland Roots SC at FC Tulsa | 8:00 p.m. |
| October 24, 2026 | | Oakland Roots SC at Sacramento Republic FC | 10:00 p.m. |
Oakland Roots SC Schedule
