| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 7, 2023 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | November 9, 2023 | 7:30 PM | 9:00 PM | Extra-Practice | Joseph A. Craig High School | |
| Friday | November 10, 2023 | 4:00 PM | 5:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | November 12, 2023 | 10:30 AM | 12:00 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | November 16, 2023 | 7:00 PM | 8:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | November 18, 2023 | 3:30 PM | 4:30 PM | Game | Lake Country Lutheran High School | vs. LCL - Thunder |
| Saturday | November 18, 2023 | 5:10 PM | 6:10 PM | Game | Divine Redeemer School | vs. Sun Prairie |
| Saturday | November 18, 2023 | 6:50 PM | 7:50 PM | Game | Divine Redeemer Lutheran School | vs. Brookfield East |
| Tuesday | November 28, 2023 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | December 2, 2023 | 8:00 AM | 9:00 AM | Game | Milton High School | vs. Waunakee - MacKenzie |
| Saturday | December 2, 2023 | 11:00 AM | 12:00 PM | Game | Milton High School | vs. Crusaders - Ehlers |
| Saturday | December 2, 2023 | 12:00 PM | 1:00 PM | Game | Milton High School | vs. NEYSB Hill |
| Saturday | December 9, 2023 | 8:00 AM | 9:30 AM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | December 16, 2023 | 9:00 AM | 10:00 AM | Game | Madison East High School | vs. Waunakee - Eberle |
| Saturday | December 16, 2023 | 11:00 AM | 12:00 PM | Game | Madison East High School | vs. Baraboo - Borota |
| Saturday | December 16, 2023 | 1:00 PM | 2:00 PM | Game | Madison East High School | vs. Sun Prairie - Elmer |
| Wednesday | December 27, 2023 | 10:00 AM | 11:30 AM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | January 7, 2024 | 11:00 AM | 12:00 PM | Game | Parker High School | vs. Reedsburg - Benish |
| Sunday | January 7, 2024 | 1:00 PM | 2:00 PM | Game | Parker High School | vs. Sun Prairie - Packard |
| Sunday | January 7, 2024 | 3:00 PM | 4:00 PM | Game | Parker High School | vs. Cambridge - Cunningham |
| Thursday | January 11, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Tuesday | January 16, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | January 20, 2024 | 12:35 PM | 1:35 PM | Game | Mount Horeb Intermediate School | vs. Darlington Fitzsimons |
| Saturday | January 20, 2024 | 3:20 PM | 4:20 PM | Game | Mount Horeb High School | vs. Memorial - Winsor |
| Saturday | January 20, 2024 | 5:10 PM | 6:10 PM | Game | Mount Horeb High School | vs. Watertown - Cashion |
| Tuesday | January 23, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | January 25, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | January 28, 2024 | 2:00 PM | 3:00 PM | Game | Joseph A. Craig High School | vs. La Follette - Luehmann |
| Sunday | January 28, 2024 | 4:00 PM | 5:00 PM | Game | Joseph A. Craig High School | vs. Waupun |
| Sunday | January 28, 2024 | 5:00 PM | 6:00 PM | Game | Joseph A. Craig High School | vs. Evansville - Brown |
| Thursday | February 1, 2024 | 5:30 PM | 7:00 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | February 4, 2024 | 1:00 PM | 2:00 PM | Game | Waunakee Community High School | vs. Reedsburg - Benish |
| Sunday | February 4, 2024 | 4:00 PM | 5:00 PM | Game | Waunakee Community High School | vs. Watertown - Cashion |
| Tuesday | February 6, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | February 15, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | February 18, 2024 | 8:00 AM | 9:00 AM | Game | Joseph A. Craig High School | vs. Sun Prairie |
| Sunday | February 18, 2024 | 10:00 AM | 11:00 AM | Game | Joseph A. Craig High School | vs. Oregon |
| Sunday | February 18, 2024 | 12:00 PM | 1:00 PM | Game | Joseph A. Craig High School | vs. Verona - Black |
| Thursday | February 22, 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 | |
| Friday | March 8, 2024 | 5:00 PM | 6:30 PM | Extra-Practice | Craig | |
| Saturday | March 9, 2024 | 11:00 AM | 12:00 PM | Game | Milton High School | vs. Evansville |
| Saturday | March 9, 2024 | 1:00 PM | 2:00 PM | Game | Milton High School | vs. Milton or Baraboo |
| Saturday | March 9, 2024 | 2:00 PM | 3:00 PM | Game | Milton High School | vs. TBD |