Head to Head
| USA USL League Two | 2019/05/24 23:30 | Western Mass Pioneers v GPS Portland Phoenix | L | 1-0 |
| USA USL PDL | 2018/07/15 22:00 | GPS Portland Phoenix v Western Mass Pioneers | L | 2-3 |
| USA USL PDL | 2018/05/25 23:30 | Western Mass Pioneers v GPS Portland Phoenix | D | 1-1 |
| USA USL PDL | 2017/06/11 22:00 | GPS Portland Phoenix v Western Mass Pioneers | L | 1-2 |
| USA USL PDL | 2017/05/26 23:30 | Western Mass Pioneers v GPS Portland Phoenix | L | 2-0 |