| VS - UPSL | 06/12 21:30 | - | FK Orlando v Orlando Rovers FC | D | 0-0 | |
| VS - UPSL | 05/30 13:50 | - | Orlando Rovers FC v Jacksonville FC | D | 1-1 | |
| VS - UPSL | 03/27 23:40 | - | Orlando Rovers FC v OFC Barca | L | 1-4 | |
| VS - UPSL | 03/20 21:15 | - | Orlando Rovers FC v Leg A-Z Soccer International | L | 0-2 | |
| VS - UPSL | 01/10 00:56 | - | OFC Barca v Orlando Rovers FC | L | 5-0 | |
| VS - UPSL | 12/14 00:45 | - | OFC Barca v Orlando Rovers FC | L | 8-1 | |
| VS - UPSL | 11/23 00:30 | - | Orlando Rovers FC v Deportivo Lake Mary | D | 2-2 | |
| VS - UPSL | 11/08 00:30 | - | Orlando Rovers FC v Diaspora United | D | 2-2 | |
| VS - UPSL | 11/01 22:15 | - | The Mix Sports Club v Orlando Rovers FC | L | 3-1 | |
| VS - UPSL | 10/18 21:15 | - | The Mix Sports Club v Orlando Rovers FC | W | 2-3 | |
| VS - UPSL | 08/08 23:00 | - | Orlando Rovers FC v Macca Ballers FC | L | 1-4 |