[9] Boston City FC 0-0 Boston Bolts [5] 2023-07-07 23:00
Stadium: Harry Della Russo Stadium Round: 1
Head to Head
| USA USL League Two | 2023/06/28 23:00 | Boston Bolts v Boston City FC | L | 3-1 |
| USA USL League Two | 2022/06/15 23:00 | Boston City FC v Boston Bolts | W | 2-1 |
| USA USL League Two | 2022/05/26 00:00 | Boston Bolts v Boston City FC | W | 0-2 |
Home History
| USA USL League Two | 2023/07/01 23:00 | Boston City FC v Pathfinder FC | L | 0-2 |
| USA USL League Two | 2023/06/28 23:00 | Boston Bolts v Boston City FC | L | 3-1 |
| USA USL League Two | 2023/06/21 22:00 | Seacoast United Phantoms v Boston City FC | L | 3-1 |
| USA USL League Two | 2023/06/18 19:00 | AC Connecticut v Boston City FC | L | 4-0 |
| USA USL League Two | 2023/06/14 22:00 | Boston City FC v Seacoast United Phantoms | L | 0-4 |
| USA USL League Two | 2023/06/10 17:00 | Boston City FC v Vermont Green | L | 0-6 |
| USA USL League Two | 2023/06/07 22:00 | Boston City FC v Black Rock FC | L | 1-2 |
| USA USL League Two | 2023/06/04 22:00 | Boston City FC v AC Connecticut | L | 1-2 |
Away History
| USA USL League Two | 2023/07/01 16:00 | Boston Bolts v AC Connecticut | W | 8-1 |
| USA USL League Two | 2023/06/28 23:00 | Boston Bolts v Boston City FC | W | 3-1 |
| USA USL League Two | 2023/06/21 23:00 | Vermont Green v Boston Bolts | L | 3-0 |
| USA USL League Two | 2023/06/17 22:00 | Boston Bolts v Pathfinder FC | D | 1-1 |
| USA USL League Two | 2023/06/14 23:00 | AC Connecticut v Boston Bolts | D | 1-1 |
| USA USL League Two | 2023/06/10 23:00 | Boston Bolts v Albany Rush | W | 3-0 |
| USA USL League Two | 2023/06/07 23:00 | Western Mass Pioneers v Boston Bolts | D | 1-1 |
| USA USL League Two | 2023/06/04 20:00 | Pathfinder FC v Boston Bolts | D | 2-2 |