Roosevelt Football
| Date | Event | Time/Results | Venue |
|---|---|---|---|
| Football: Roosevelt @ Carroll | 7 - 28 | Archbishop Carroll High School | |
| Football: Roosevelt @ Riverdale Baptist | 40 - 20 | Riverdale Baptist School | |
| Football: 2021 DCIAA Turkey Bowl: H.D. Woodson vs. Roosevelt | 22 - 37 | Eastern High School | |
| Football: DCSAA Class AA Championship: Carroll vs. Roosevelt | Georgetown University |
