| 04/24/2021 | GM Campbell | AL Gieck | 9:00AM - 10:15AM | Emory Elementary School / South Field | |
| 04/24/2021 | GM Lippke | LW Marshall | 10:30AM - 11:45AM | LW Daniels Park / Field 2 | |
| 05/01/2021 | GM Campbell | GM Lippke | 9:00AM - 10:15AM | GM Jackson Park / Field 1 | |
| 05/01/2021 | DR Russell | LW Marshall | 10:30AM - 11:45AM | LW Daniels Park / Field 2 | |
| 05/08/2021 | GM Campbell | DR Russell | 9:00AM - 10:15AM | DRHS Softball Field (Pee Wee Only) / Field 1 | |
| 05/08/2021 | GM Lippke | AL Gieck | 10:00AM - 11:15AM | Emory Elementary School / South Field | |
| 05/13/2021 | LW Marshall | AL Gieck | 7:00PM - 8:15PM | AL Ray Ross / Field 2 | Rescheduled |
| 05/15/2021 | GM Campbell | LW Marshall | 9:00AM - 10:15AM | LW Daniels Park / Field 2 | |
| 05/15/2021 | DR Russell | AL Gieck | 9:00AM - 10:15AM | Emory Elementary School / South Field | |
| 05/22/2021 | DR Russell | GM Lippke | 9:00AM - 10:15AM | GM Jackson Park / Field 1 | |
| 05/22/2021 | AL Gieck | LW Marshall | 9:00AM - 10:15AM | LW Daniels Park / Field 2 | |
| 06/05/2021 | LW Marshall | GM Campbell | 9:00AM - 10:15AM | GM Jackson Park / Field 1 | |
| 06/05/2021 | AL Gieck | DR Russell | 9:00AM - 10:15AM | DRHS Softball Field (Pee Wee Only) / Field 1 | |
| 06/12/2021 | GM Lippke | GM Campbell | 10:30AM - 11:45AM | GM Jackson Park / Field 1 | |
| 06/12/2021 | LW Marshall | DR Russell | 11:00AM - 12:15PM | DRHS Softball Field (Pee Wee Only) / Field 1 | |
| 06/19/2021 | AL Gieck | GM Lippke | 10:30AM - 11:45AM | GM Jackson Park / Field 1 | |
| 06/19/2021 | DR Russell | GM Campbell | 12:00PM - 1:15PM | GM Jackson Park / Field 1 | |
| 06/23/2021 | AL Gieck | GM Campbell | 5:00PM - 6:15PM | GM Jackson Park / Field 1 | |
| 06/25/2021 | GM Lippke | DR Russell | 5:30PM - 6:45PM | DR Easton South / South Field | Rescheduled |
| 06/26/2021 | LW Marshall | GM Lippke | 10:30AM - 11:45AM | GM Jackson Park / Field 1 | |