Head to Head
| USA USL League One | 2019/10/05 23:00 | Richmond Kickers v Orlando City II | W | 2-0 |
| USA USL League One | 2019/07/20 23:00 | Richmond Kickers v Orlando City II | W | 1-0 |
| USA USL League One | 2019/05/22 23:30 | Orlando City II v Richmond Kickers | L | 3-2 |
| USA USL Championship | 2017/10/01 21:00 | Richmond Kickers v Orlando City II | L | 0-1 |
| USA USL Championship | 2017/09/07 20:30 | Orlando City II v Richmond Kickers | W | 0-2 |
| USA USL Championship | 2017/08/12 23:00 | Richmond Kickers v Orlando City II | L | 0-1 |
| USA USL Championship | 2016/08/27 23:00 | Richmond Kickers v Orlando City II | W | 1-0 |
| USA USL Championship | 2016/08/21 23:30 | Orlando City II v Richmond Kickers | D | 1-1 |
Home History
| USA USL League One | 2020/10/03 22:30 | Richmond Kickers v New England Revolution II | L | 0-4 |
| USA USL League One | 2020/09/27 00:00 | Union Omaha v Richmond Kickers | W | 0-1 |
| USA USL League One | 2020/09/23 22:30 | Richmond Kickers v Inter Miami CF II | W | 2-1 |
| USA USL League One | 2020/09/12 17:00 | Chattanooga Red Wolves v Richmond Kickers | L | 2-1 |
| USA USL League One | 2020/09/06 02:30 | FC Tucson v Richmond Kickers | D | 2-2 |
| USA USL League One | 2020/08/29 22:30 | Richmond Kickers v Greenville Triumph SC | W | 2-1 |
| USA USL League One | 2020/08/21 23:00 | New England Revolution II v Richmond Kickers | W | 1-2 |
| USA USL League One | 2020/08/15 22:30 | Richmond Kickers v FC Tucson | W | 2-1 |
Away History
| USA USL League One | 2020/10/02 23:00 | Greenville Triumph SC v Orlando City II | L | 2-0 |
| USA USL League One | 2020/09/26 15:00 | Orlando City II v New England Revolution II | L | 0-1 |
| USA USL League One | 2020/09/13 00:00 | Inter Miami CF II v Orlando City II | L | 2-0 |
| USA USL League One | 2020/09/07 00:00 | Union Omaha v Orlando City II | L | 1-0 |
| USA USL League One | 2020/09/03 23:00 | Orlando City II v North Texas SC | D | 1-1 |
| USA USL League One | 2020/08/28 23:00 | Orlando City II v South Georgia Tormenta FC | D | 1-1 |
| USA USL League One | 2020/08/23 21:00 | Forward Madison FC v Orlando City II | L | 3-1 |
| USA USL League One | 2020/08/18 23:00 | Orlando City II v FC Tucson | L | 1-4 |