| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | November 19, 2023 | 1:00 PM | 2:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | November 26, 2023 | 1:00 PM | 2:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Wednesday | December 6, 2023 | 7:00 PM | 8:30 PM | Extra-Practice | Woodland Center | |
| Sunday | December 10, 2023 | 1:00 PM | 2:00 PM | Game | Lake Mills High School | @ Lake Mills |
| Sunday | December 10, 2023 | 3:00 PM | 4:00 PM | Game | Lake Mills Middle School | @ Milton-Shere |
| Sunday | December 10, 2023 | 5:00 PM | 6:00 PM | Game | Lake Mills High School | @ Oregon Orange |
| Wednesday | December 13, 2023 | 7:00 PM | 8:30 PM | Extra-Practice | Woodland Center | |
| Sunday | December 17, 2023 | 9:00 AM | 10:00 AM | Game | Evansville High School | @ Milton-Parsons |
| Sunday | December 17, 2023 | 12:00 PM | 1:00 PM | Game | Evansville High School | @ Lake Mills-Garman |
| Sunday | December 17, 2023 | 2:00 PM | 3:00 PM | Game | Evansville Grove Field House | @ Oregon Black |
| Wednesday | December 20, 2023 | 6:00 PM | 7:30 PM | Extra-Practice | Woodland Center | |
| Wednesday | December 27, 2023 | 6:30 PM | 8:00 PM | Extra-Practice | Woodland Center | |
| Wednesday | January 3, 2024 | 6:30 PM | 8:00 PM | Extra-Practice | Woodland Center | |
| Thursday | January 4, 2024 | 7:15 PM | 8:45 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | January 6, 2024 | 12:00 PM | 1:00 PM | Game | Joseph A. Craig High School | vs. Whitewater |
| Saturday | January 6, 2024 | 1:00 PM | 2:00 PM | Game | Joseph A. Craig High School | vs. Ashwaubenon - Radue |
| Saturday | January 6, 2024 | 4:00 PM | 5:00 PM | Game | Joseph A. Craig High School | vs. Oregon White - Malak |
| Tuesday | January 9, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Thursday | January 11, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Saturday | January 13, 2024 | 9:00 AM | 10:00 AM | Game | Sports Enhancement Academy (SEA) | @ Stoughton-Trautsch |
| Saturday | January 13, 2024 | 11:00 AM | 12:00 PM | Game | Sports Enhancement Academy (SEA) | @ Oconomowoc White |
| Saturday | January 13, 2024 | 1:00 PM | 2:00 PM | Game | Sports Enhancement Academy (SEA) | @ Milton-Roberts |
| Tuesday | January 16, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Thursday | January 18, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Saturday | January 20, 2024 | 9:50 AM | 10:50 AM | Game | Edgerton High School | @ Stoughton-Rusch |
| Saturday | January 20, 2024 | 10:45 AM | 11:45 AM | Game | Edgerton High School | @ Oconomowoc Black |
| Saturday | January 20, 2024 | 3:00 PM | 4:00 PM | Game | Edgerton High School | @ No-Game |
| Tuesday | January 23, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Thursday | January 25, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Monroe Elementary School | |
| Tuesday | January 30, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Thursday | February 1, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Tuesday | February 6, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | February 8, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | February 10, 2024 | 4:00 PM | 5:00 PM | Game | Sports Enhancement Academy (SEA) | vs. Mt. Horeb Kurth |
| Saturday | February 10, 2024 | 5:00 PM | 6:00 PM | Game | Sports Enhancement Academy (SEA) | vs. TBD |
| Tuesday | February 13, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | February 17, 2024 | TBD | TBD | Other | Parker High School | |
| Sunday | February 18, 2024 | 9:00 AM | 10:00 AM | Game | Parker High School | vs. Cambridge White |
| Sunday | February 18, 2024 | 10:00 AM | 11:00 AM | Game | Parker High School | vs. Lakeside Junior Warriors |
| Sunday | February 18, 2024 | 12:00 PM | 1:00 PM | Game | Parker High School | vs. Milton Shere |
| Tuesday | February 20, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Tuesday | February 27, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Tuesday | March 5, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | March 9, 2024 | 9:00 AM | 10:00 AM | Game | Milton High School | vs. Deforest Lavold |
| Saturday | March 9, 2024 | 10:00 AM | 11:00 AM | Game | Milton High School | vs. Milton |
| Saturday | March 9, 2024 | 12:00 PM | 1:00 PM | Game | Milton High School | vs. TBD |