Head to Head
| USA USL League Two | 2019/05/18 02:00 | TSS FC Rovers v Portland Timbers U23 | L | 5-0 |
| USA USL PDL | 2018/07/07 01:30 | Portland Timbers U23 v TSS FC Rovers | L | 0-2 |
| USA USL PDL | 2018/05/19 02:00 | TSS FC Rovers v Portland Timbers U23 | L | 3-1 |
| USA USL PDL | 2017/06/17 02:00 | TSS FC Rovers v Portland Timbers U23 | D | 2-2 |
| USA USL PDL | 2017/06/03 02:00 | TSS FC Rovers v Portland Timbers U23 | D | 1-1 |
| USA USL PDL | 2017/05/17 02:00 | Portland Timbers U23 v TSS FC Rovers | W | 2-0 |