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 18 | |
| Majors Team | Time |
| Yankees | 1:30 |
| Sunday, April 25 | |
| Majors Team | Time |
| Reds | 1:30 |
| Sunday, May 2 | |
| Majors Team | Time |
| White Sox | 1:30 |
| Sunday, May 9 | |
| Majors Team | Time |
| Tigers | 1:30 |
| Sunday, May 16 | |
| Majors Team | Time |
| Dodgers | 1:30 |
| Sunday, May 23 | |
| Majors Team | Time |
| Cardinals | 1:30 |
| Sunday, June 6 | |
| Majors Team | Time |
| Red Sox | 1:30 |