| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | March 20, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Monday | March 23, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | March 26, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Friday | March 27, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Monday | March 30, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | April 2, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Monday | April 6, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | April 9, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Friday | April 10, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Monday | April 13, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Friday | April 17, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon | |
| Saturday | April 18, 2026 | 1:00 PM | 2:00 PM | Game | 2219 Monroe St | vs. Verona |
| Saturday | April 18, 2026 | 2:00 PM | 3:00 PM | Game | 2219 Monroe St | vs. Waunakee |
| Monday | April 20, 2026 | 5:30 PM | 6:00 PM | Other | Oregon Middle School | |
| Monday | April 20, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | April 23, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Friday | April 24, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Sunday | April 26, 2026 | 9:00 AM | 10:00 AM | Game | Woodside (Dells) Sports Complex | vs. Waukesha |
| Sunday | April 26, 2026 | 10:40 AM | 11:40 AM | Game | Woodside (Dells) Sports Complex | vs. Brookfield |
| Sunday | April 26, 2026 | 12:20 PM | 1:20 PM | Game | Woodside (Dells) Sports Complex | vs. Mukwanago |
| Monday | April 27, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Wednesday | April 29, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Saturday | May 2, 2026 | 11:00 AM | 12:00 PM | Game | Kettle Moraine High School | vs. Norski |
| Saturday | May 2, 2026 | 1:00 PM | 2:00 PM | Game | Kettle Moraine High School | vs. Kettle Moraine NAVY |
| Saturday | May 2, 2026 | 3:00 PM | 4:00 PM | Game | Kettle Moraine High School | vs. Franklin |
| Monday | May 4, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Wednesday | May 6, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | May 7, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon mi | |
| Friday | May 8, 2026 | 6:45 PM | 7:45 PM | Other | Oregon High School | |
| Saturday | May 9, 2026 | 9:30 AM | 10:30 AM | Game | Oregon Middle School | vs. Cap City |
| Saturday | May 9, 2026 | 12:30 PM | 1:30 PM | Game | Oregon Middle School | vs. Middleton |
| Monday | May 11, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Wednesday | May 13, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | May 14, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Saturday | May 16, 2026 | 9:00 AM | 10:00 AM | Game | Windsor Sports Commons (Linde Fields) | vs. DeForest |
| Saturday | May 16, 2026 | 10:30 AM | 11:30 AM | Game | Windsor Sports Commons (Linde Fields) | vs. Waunakee |
| Monday | May 18, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Wednesday | May 20, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | May 21, 2026 | 6:00 PM | 7:00 PM | Extra-Practice | Oregon Middle School | |
| Saturday | May 23, 2026 | 12:00 PM | 3:00 PM | Meeting | Brooklyn Elementary School | |
| Wednesday | May 27, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Oregon Middle School | |
| Thursday | May 28, 2026 | 6:00 PM | 7:00 PM | Other | Oregon Middle School | |
| Saturday | May 30, 2026 | 8:00 AM | 9:00 AM | Game | Windsor Sports Commons (Linde Fields) | vs. Cap City |
| Saturday | May 30, 2026 | 10:00 AM | 11:00 AM | Game | Windsor Sports Commons (Linde Fields) | vs. Verona |
| Saturday | May 30, 2026 | 1:00 PM | 2:00 PM | Game | Windsor Sports Commons (Linde Fields) | vs. Middleton |
| Wednesday | June 3, 2026 | 6:00 PM | 7:00 PM | Meeting | Oregon Middle School | |
| Tuesday | June 9, 2026 | 7:30 PM | 8:30 PM | Other | Warrior Stadium |