| USA - UPSL | 2021/01/11 00:45 | GOSA Spurs v FK Orlando | L | 5-2 |
| USA - UPSL | 2020/12/13 22:30 | Diaspora United v FK Orlando | L | 2-1 |
| USA - UPSL | 2020/11/30 00:30 | Orlando City HC v FK Orlando | W | 1-2 |
| USA - UPSL | 2020/11/20 01:00 | FK Orlando v Central Florida Mix | L | 3-4 |
| USA - UPSL | 2020/08/30 23:00 | Celta USA v FK Orlando | L | 5-1 |
| USA - UPSL | 2020/07/18 22:00 | Macca Ballers FC v FK Orlando | W | 0-2 |
| USA - UPSL | 2021/05/30 13:50 | Orlando Rovers FC v Jacksonville FC | D | 1-1 |
| USA - UPSL | 2021/03/27 23:40 | Orlando Rovers FC v OFC Barca | L | 1-4 |
| USA - UPSL | 2021/03/20 21:15 | Orlando Rovers FC v Leg A-Z Soccer International | L | 0-2 |
| USA - UPSL | 2021/01/10 00:56 | OFC Barca v Orlando Rovers FC | L | 5-0 |
| USA - UPSL | 2020/12/14 00:45 | OFC Barca v Orlando Rovers FC | L | 8-1 |
| USA - UPSL | 2020/11/23 00:30 | Orlando Rovers FC v Deportivo Lake Mary | D | 2-2 |
| USA - UPSL | 2020/11/08 00:30 | Orlando Rovers FC v Diaspora United | D | 2-2 |
| USA - UPSL | 2020/11/01 22:15 | Central Florida Mix v Orlando Rovers FC | L | 3-1 |