| 06/29/2021 | Wethersfield 2 | Cromwell Fire | 6:00PM - 8:00PM | Watrous Park / Bareau Field | |
| 07/06/2021 | Cromwell Fire | Wethersfield 1 | 6:00PM - 8:00PM | Wethersfield Little League / Mill Woods 1 | |
| 07/06/2021 | Cromwell PD | West Hartford | 6:00PM - 8:00PM | West Hartford Little League / Uconn Complex | |
| 07/10/2021 | West Hartford | Cromwell Fire | 1:30PM - 3:30PM | C.M.S. Little League Complex / Henderson Field | |
| 07/10/2021 | Cromwell PD | TBD | 1:30PM - 3:30PM | Hartford Little League / Baseball 1 | |
| 07/13/2021 | Cromwell Fire | Cromwell PD | 6:00PM - 8:00PM | Watrous Park / Bareau Field | |
| 07/17/2021 | Cromwell Fire | TBD | 1:30PM - 3:30PM | Hartford Little League / Baseball 1 | |
| 07/17/2021 | Cromwell PD | Rocky Hill | 1:30PM - 3:30PM | Rocky Hill Little League / Derenski Field | |
| 07/20/2021 | Rocky Hill | Cromwell Fire | 6:00PM - 8:00PM | C.M.S. Little League Complex / Henderson Field | |
| 07/20/2021 | Glastonbury | Cromwell PD | 6:00PM - 8:00PM | Watrous Park / Bareau Field | |
| 07/22/2021 | Wethersfield 1 | Cromwell PD | 6:00PM - 8:00PM | C.M.S. Little League Complex / Linquist Field | Rescheduled |
| 07/24/2021 | Cromwell Fire | Glastonbury | 1:30PM - 3:30PM | Glastonbury Little League / Ross Field | |
| 07/24/2021 | Cromwell PD | Portland | 1:30PM - 3:30PM | Portland Little League / Tommasso Field | |
| 07/27/2021 | Portland | Cromwell Fire | 6:00PM - 8:00PM | C.M.S. Little League Complex / Linquist Field | |
| 07/27/2021 | Rocky Hill | Cromwell PD | 6:00PM - 8:00PM | C.M.S. Little League Complex / Henderson Field | |
| 07/28/2021 | West Hartford | Cromwell Fire | 6:00PM - 8:00PM | C.M.S. Little League Complex / Linquist Field | |
| 07/31/2021 | Cromwell PD | Wethersfield 2 | 1:30PM - 3:30PM | Wethersfield Little League / Mill Woods 1 | |
| 07/31/2021 | Cromwell Fire | Rocky Hill | 1:30PM - 3:30PM | Rocky Hill Little League / Derenski Field | |