[5] AC Connecticut 4-0 Boston City FC [9] 2023-06-18 19:00
Stadium: Westside Athletic Complex Round: 1
Head to Head
| USA - USL League Two | 2023/06/04 22:00 | Boston City FC v AC Connecticut | W | 1-2 |
| USA - USL League Two | 2022/06/17 22:00 | Boston City FC v AC Connecticut | L | 3-1 |
Home History
| 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 | AC Connecticut v Western Mass Pioneers | L | 1-2 |
| USA - USL League Two | 2023/06/06 23:00 | Pathfinder FC v AC Connecticut | W | 0-1 |
| USA - USL League Two | 2023/06/04 22:00 | Boston City FC v AC Connecticut | W | 1-2 |
| USA - USL League Two | 2023/05/31 23:00 | Albany Rush v AC Connecticut | D | 1-1 |
| USA - USL League Two | 2023/05/24 23:00 | AC Connecticut v Black Rock FC | L | 0-1 |
| USA - USL League Two | 2022/07/17 22:00 | Seacoast United Phantoms v AC Connecticut | L | 2-0 |
| USA - USL League Two | 2022/07/16 00:00 | Western Mass Pioneers v AC Connecticut | L | 4-0 |
Away History
| 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 |
| USA - USL League Two | 2023/05/31 00:30 | Boston City FC v Western Mass Pioneers | L | 1-10 |
| USA - USL League Two | 2023/05/26 22:00 | Pathfinder FC v Boston City FC | L | 5-1 |
| USA - USL League Two | 2023/05/17 22:00 | Albany Rush v Boston City FC | L | 2-1 |
| USA - USL League Two | 2022/07/16 22:00 | Albany Rush v Boston City FC | W | 1-3 |
| USA - USL League Two | 2022/07/10 22:00 | Boston City FC v Seacoast United Phantoms | L | 1-3 |