Head to Head
| USA USL PDL | 2018/06/30 23:30 | Western Mass Pioneers v Westchester Flames | D | 1-1 |
| USA USL PDL | 2018/05/12 23:30 | Westchester Flames v Western Mass Pioneers | L | 2-0 |
| USA USL PDL | 2017/07/14 23:30 | Western Mass Pioneers v Westchester Flames | W | 7-0 |
| USA USL PDL | 2017/06/17 23:30 | Westchester Flames v Western Mass Pioneers | W | 0-4 |
| USA USL PDL | 2017/05/21 20:00 | Western Mass Pioneers v Westchester Flames | W | 2-0 |
Home History
| USA USL PDL | 2018/07/15 22:00 | GPS Portland Phoenix v Western Mass Pioneers | W | 2-3 |
| USA USL PDL | 2018/07/13 23:30 | Western Mass Pioneers v AC Connecticut | W | 3-0 |
| USA USL PDL | 2018/07/07 23:30 | Western Mass Pioneers v Seacoast United Phantoms | W | 2-1 |
| USA USL PDL | 2018/06/30 23:30 | Western Mass Pioneers v Westchester Flames | D | 1-1 |
| USA USL PDL | 2018/06/24 22:00 | Seacoast United Phantoms v Western Mass Pioneers | D | 0-0 |
| USA USL PDL | 2018/06/22 23:30 | Western Mass Pioneers v Black Rock FC | L | 1-2 |
| USA USL PDL | 2018/06/19 22:30 | Black Rock FC v Western Mass Pioneers | L | 5-1 |
| USA USL PDL | 2018/06/16 22:00 | Boston Bolts v Western Mass Pioneers | L | 2-1 |
Away History
| USA USL PDL | 2018/07/14 22:00 | Boston Bolts v Westchester Flames | W | 2-4 |
| USA USL PDL | 2018/07/07 23:30 | Westchester Flames v GPS Portland Phoenix | D | 1-1 |
| USA USL PDL | 2018/07/01 23:30 | Westchester Flames v Black Rock FC | L | 0-2 |
| USA USL PDL | 2018/06/30 23:30 | Western Mass Pioneers v Westchester Flames | D | 1-1 |
| USA USL PDL | 2018/06/23 23:30 | Westchester Flames v Boston Bolts | L | 2-3 |
| USA USL PDL | 2018/06/22 23:00 | AC Connecticut v Westchester Flames | L | 2-1 |
| USA USL PDL | 2018/06/17 22:00 | AC Connecticut v Westchester Flames | D | 2-2 |
| USA USL PDL | 2018/06/09 23:30 | Westchester Flames v Seacoast United Phantoms | D | 0-0 |