| 1 | 5103 | 9/11/21 10:30am | Gonzalez Field | Dedham Blazers | 1 - 1 | Arlington G8 Chili Peppers | |
| 2 | 5106 | 9/18/21 9:00am | Spy Pond Field | Arlington G8 Chili Peppers | 0 - 2 | Milford-Hopedale The Goonies | |
| 3 | 5109 | 9/25/21 9:00am | Spy Pond Field | Arlington G8 Chili Peppers | 1 - 1 | Canton Girls Grade 7/8 United | |
| 4 | 5112 | 10/2/21 9:00am | Hersey-1 (11v11) | Foxboro Warriors 7/8G-1 | 4 - 0 | Arlington G8 Chili Peppers | |
| 5 | 5115 | 10/23/21 4:00pm | Spy Pond Field | Arlington G8 Chili Peppers | 3 - 0 | Brookline Arsenal | |
| 6 | 5118 | 10/16/21 9:00am | Spy Pond Field | Arlington G8 Chili Peppers | 0 - 1 | Dedham Blazers | |
| 7 | 5119 | 10/23/21 9:00am | Milford High School 11v11 GRASS | Milford-Hopedale The Goonies | 3 - 0 | Arlington G8 Chili Peppers | |
| 8 | 5124 | 10/30/21 9:00am | Memorial 11v11 Field (turf) | Canton Girls Grade 7/8 United | 4 - 0 | Arlington G8 Chili Peppers | |
| 9 | 5127 | 11/6/21 9:00am | AC Turf | Arlington G8 Chili Peppers | 1 - 0 | Foxboro Warriors 7/8G-1 | |
| 10 | 5128 | 11/13/21 1:30pm | Beaver Country Day School | Brookline Arsenal | 1 - 2 | Arlington G8 Chili Peppers | |
