| 04/11/2026 | Josh D-Red Sox (S) | Twins - Mike | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 04/11/2026 | Astros - Nate | Justin C - Dodgers (S) | 4:30PM - 6:30PM | New Ipswich Little League Field / Lower Field | |
| 04/11/2026 | Yankees - Doug | Orioles - Nick | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | |
| 04/11/2026 | Tigers - Luke | Steve M-Cubs (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 04/13/2026 | Orioles - Nick | Twins - Mike | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 04/13/2026 | Justin C - Dodgers (S) | Steve M-Cubs (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 04/16/2026 | Tigers - Luke | Yankees - Doug | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 04/16/2026 | Astros - Nate | Josh D-Red Sox (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 04/18/2026 | Steve M-Cubs (S) | Astros - Nate | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 04/18/2026 | Yankees - Doug | Justin C - Dodgers (S) | 4:30PM - 6:30PM | New Ipswich Little League Field / Lower Field | |
| 04/18/2026 | Twins - Mike | Tigers - Luke | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | |
| 04/18/2026 | Orioles - Nick | Josh D-Red Sox (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 04/20/2026 | Tigers - Luke | Orioles - Nick | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 04/20/2026 | Twins - Mike | Justin C - Dodgers (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 04/23/2026 | Astros - Nate | Yankees - Doug | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 04/23/2026 | Josh D-Red Sox (S) | Steve M-Cubs (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 04/25/2026 | Steve M-Cubs (S) | Yankees - Doug | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 04/25/2026 | Tigers - Luke | Josh D-Red Sox (S) | 4:30PM - 6:30PM | New Ipswich Little League Field / Lower Field | |
| 04/25/2026 | Twins - Mike | Astros - Nate | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | |
| 04/25/2026 | Orioles - Nick | Justin C - Dodgers (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 05/02/2026 | Orioles - Nick | Astros - Nate | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 05/02/2026 | Twins - Mike | Steve M-Cubs (S) | 4:30PM - 6:30PM | New Ipswich Little League Field / Lower Field | |
| 05/02/2026 | Justin C - Dodgers (S) | Tigers - Luke | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | |
| 05/02/2026 | Yankees - Doug | Josh D-Red Sox (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 05/04/2026 | Tigers - Luke | Astros - Nate | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/04/2026 | Orioles - Nick | Steve M-Cubs (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/05/2026 | Josh D-Red Sox (S) | Justin C - Dodgers (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/07/2026 | Yankees - Doug | Twins - Mike | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/07/2026 | Josh D-Red Sox (S) | Justin C - Dodgers (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/11/2026 | Twins - Mike | Tigers - Luke | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/11/2026 | Astros - Nate | Steve M-Cubs (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/16/2026 | Orioles - Nick | Twins - Mike | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 05/16/2026 | Justin C - Dodgers (S) | Steve M-Cubs (S) | 4:30PM - 6:30PM | New Ipswich Little League Field / Lower Field | |
| 05/16/2026 | Tigers - Luke | Yankees - Doug | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | |
| 05/16/2026 | Astros - Nate | Josh D-Red Sox (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 05/17/2026 | Twins - Mike | Josh D-Red Sox (S) | 7:00PM - 9:00PM | New Ipswich Little League Field / Lower Field | |
| 05/18/2026 | Astros - Nate | Yankees - Doug | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/21/2026 | Justin C - Dodgers (S) | Twins - Mike | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/22/2026 | Steve M-Cubs (S) | Josh D-Red Sox (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/23/2026 | Steve M-Cubs (S) | Tigers - Luke | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | Rescheduled |
| 05/23/2026 | Yankees - Doug | Orioles - Nick | 7:00PM - 9:00PM | Jaffrey Legion Field / Legion field | Rescheduled |
| 05/25/2026 | Josh D-Red Sox (S) | Orioles - Nick | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | Rescheduled |
| 05/25/2026 | Yankees - Doug | Justin C - Dodgers (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/28/2026 | Justin C - Dodgers (S) | Orioles - Nick | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/28/2026 | Yankees - Doug | Steve M-Cubs (S) | 6:00PM - 8:00PM | New Ipswich Little League Field / Lower Field | |
| 05/29/2026 | Astros - Nate | Tigers - Luke | 6:00PM - 8:00PM | Jaffrey Legion Field / Legion field | |
| 05/30/2026 | Orioles - Nick | Tigers - Luke | 4:30PM - 6:30PM | Jaffrey Legion Field / Legion field | |
| 05/30/2026 | Twins - Mike | Astros - Nate | 7:00PM - 9:00PM | TBD / TBD | Rescheduled |