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| Date | Match | Score |
|---|---|---|
| 19.06.2026 | Westchester SC - Portland Hearts of Pine | 5 : 1 |
| 25.04.2026 | Westchester SC - Portland Hearts of Pine | 2 : 2 |
| 18.10.2025 | Portland Hearts of Pine - Westchester SC | 2 : 2 |
| 24.08.2025 | Westchester SC - Portland Hearts of Pine | 2 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Charlotte Independence - Westchester SC | 0 - 0 | D |
| 06.09.2026 | Portland Hearts of Pine - Westchester SC | 2 - 1 | L |
| 02.09.2026 | Westchester SC - Chattanooga Red Wolves | 0 - 1 | L |
| 29.08.2026 | Westchester SC - Spokane Velocity | 1 - 3 | L |
| 23.08.2026 | Corpus Christi - Westchester SC | 2 - 2 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.09.2026 | Portland Hearts of Pine - Westchester SC | 2 - 1 | W |
| 02.09.2026 | Charlotte Independence - Portland Hearts of Pine | 3 - 2 | L |
| 29.08.2026 | Portland Hearts of Pine - Fort Wayne | 1 - 4 | L |
| 22.08.2026 | Richmond Kickers - Portland Hearts of Pine | 1 - 1 | D |
| 19.08.2026 | One Knoxville - Portland Hearts of Pine | 1 - 1 | D |