| USA UPSL | 2020/12/13 22:30 | Diaspora United v FK Orlando | W | 2-1 |
| USA UPSL | 2020/11/21 22:00 | GOSA Spurs v Diaspora United | L | 3-0 |
| USA UPSL | 2020/11/08 00:30 | Orlando Rovers FC v Diaspora United | D | 2-2 |
| USA UPSL | 2020/10/17 21:15 | OFC Barca v Diaspora United | D | 3-3 |
| USA UPSL | 2020/10/10 21:43 | Diaspora United v Sports Paradize Soccer Academy | W | 5-4 |
| USA UPSL | 2020/09/26 21:34 | Diaspora United v Central Florida Mix | W | 2-0 |
| USA UPSL | 2020/07/26 00:00 | Diaspora United v Florida Tropics II | L | 2-3 |
| USA UPSL | 2020/07/18 22:00 | Diaspora United v Celta USA | W | 3-0 |
| USA UPSL | 2020/11/30 00:30 | Orlando City HC v FK Orlando | L | 1-2 |
| USA UPSL | 2020/11/16 00:30 | Orlando City HC v OFC Barca | L | 0-1 |
| USA UPSL | 2020/11/01 00:12 | Deportivo Lake Mary v Orlando City HC | L | 3-0 |
| USA UPSL | 2020/10/18 23:46 | Deportivo Lake Mary v Orlando City HC | L | 2-1 |
| USA UPSL | 2020/10/17 23:30 | GOSA Spurs v Orlando City HC | D | 2-2 |
| USA UPSL | 2020/10/10 23:53 | Inter Orlando FC v Orlando City HC | W | 1-3 |
| USA UPSL | 2020/10/04 21:00 | Inter Orlando FC v Orlando City HC | D | 2-2 |