| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | March 11, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Thursday | March 14, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Friday | March 15, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Monday | March 18, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Thursday | March 21, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Friday | March 22, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Gym | |
| Monday | April 1, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | April 5, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Monday | April 8, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | April 10, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | April 12, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Saturday | April 13, 2024 | 11:30 AM | 12:20 PM | Game | Woodside (Dells) Sports Complex | @ Badger Spring Invite - Oconomowoc |
| Saturday | April 13, 2024 | 2:00 PM | 2:50 PM | Game | Woodside (Dells) Sports Complex | @ Badger Spring Invite - Franklin |
| Saturday | April 13, 2024 | 3:40 PM | 4:30 PM | Game | Woodside (Dells) Sports Complex | @ Badger Spring Invite - Waukesha |
| Monday | April 15, 2024 | 5:30 PM | 6:00 PM | Other | Oregon Jaycee Park | |
| Monday | April 15, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | April 17, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | April 19, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Saturday | April 20, 2024 | 8:30 AM | 9:30 AM | Game | Oregon Jaycee Park | @ Janesville |
| Saturday | April 20, 2024 | 9:45 AM | 10:45 AM | Game | Oregon Jaycee Park | vs. DeForest |
| Monday | April 22, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | April 24, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | April 26, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Saturday | April 27, 2024 | 8:30 AM | 9:30 AM | Game | Central Heights Middle School | vs. Verona |
| Saturday | April 27, 2024 | 9:45 AM | 10:45 AM | Game | Central Heights Middle School | @ Sun Prairie/Sauk |
| Monday | April 29, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | May 1, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | May 3, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | May 3, 2024 | 7:00 PM | 8:00 PM | Other | Oregon High School | |
| Saturday | May 4, 2024 | 8:30 AM | 9:30 AM | Game | Waunakee Community High School | vs. Waunakee White |
| Saturday | May 4, 2024 | 9:45 AM | 10:45 AM | Game | Waunakee Community High School | @ Capitol City Blue |
| Monday | May 6, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Field 1 | |
| Wednesday | May 8, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | May 10, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Field 1 | |
| Sunday | May 12, 2024 | 8:30 AM | 9:30 AM | Game | Sugar Creek Elementary School | @ Middleton Maroon |
| Sunday | May 12, 2024 | 9:45 AM | 10:45 AM | Game | Sugar Creek Elementary School | vs. Waunakee Purple |
| Monday | May 13, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | May 15, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | May 17, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Saturday | May 18, 2024 | 8:30 AM | 9:30 AM | Game | Oregon Jaycee Park | vs. DeForest |
| Saturday | May 18, 2024 | 9:45 AM | 10:45 AM | Game | Oregon Jaycee Park | @ Middleton White |
| Monday | May 20, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | May 22, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Wednesday | May 22, 2024 | 6:00 PM | 7:00 PM | Game | Oregon Jaycee Park | @ Players vs Parents |
| Wednesday | May 29, 2024 | 6:00 PM | 7:30 PM | Practice | Jaycee Park Field 1 | |
| Friday | May 31, 2024 | 6:00 PM | 7:30 PM | Other | OMS Cafeteria | |
| Friday | May 31, 2024 | 6:00 PM | 7:30 PM | Practice | OMS Cafeteria | Girls - 10U |
| Saturday | June 1, 2024 | 8:00 AM | 9:00 AM | Game | Windsor Sports 6 | vs. Janesville |
| Saturday | June 1, 2024 | 10:00 AM | 11:00 AM | Game | Windsor Sports 6 | vs. Oconomowoc |
| Saturday | June 1, 2024 | 12:00 PM | 1:00 PM | Game | Windsor Sports 1 | vs. Sun Prairie |
| Saturday | June 1, 2024 | 5:00 PM | 6:00 PM | Game | Windsor Sports TBD | vs. Championship (TBD) |