Challenger Division games are usually played 1:30 to 3:30 p.m. on Sundays at Friendship Field #3. Each week Challenger players are teamed with players from the Majors Division. Games start on April 18th and last until June 6th, with no game on Memorial Day weekend.
| Challenger Season | |
| Sunday, April 17 | |
| Majors Team | Time |
| [open] | 1:30 |
| Sunday, April 24 | |
| Majors Team | Time |
| [Easter] | 1:30 |
| Sunday, May 1 | |
| Majors Team | Time |
| Dodgers | 1:30 |
| Sunday, May 8 | |
| Majors Team | Time |
| [open] | 1:30 |
| Sunday, May 15 | |
| Majors Team | Time |
| Nationals | 1:30 |
| Sunday, May 22 | |
| Majors Team | Time |
| A's | 1:30 |
| Sunday, June 5 | |
| Majors Team | Time |
| Red Sox | 1:30 |