| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | December 8, 2023 | 6:00 PM | 8:00 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | December 10, 2023 | 3:00 PM | 4:00 PM | Game | Lake Mills High School | vs. Monona Grove |
| Sunday | December 10, 2023 | 4:00 PM | 5:00 PM | Game | Lake Mills High School | vs. Lake Mills |
| Sunday | December 17, 2023 | 2:00 PM | 3:00 PM | Game | Sports Enhancement Academy (SEA) | vs. Oconomowoc White |
| Sunday | December 17, 2023 | 3:00 PM | 4:00 PM | Game | Sports Enhancement Academy (SEA) | vs. Milton |
| Wednesday | January 3, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Sunday | January 7, 2024 | 8:00 AM | 9:00 AM | Game | Parker High School | vs. McFarland |
| Sunday | January 7, 2024 | 10:00 AM | 11:00 AM | Game | Parker High School | vs. Monona Grove |
| Monday | January 8, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Wednesday | January 10, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Sunday | January 14, 2024 | 9:00 AM | 10:00 AM | Game | Luther Elementary School | vs. Monona Grove |
| Sunday | January 14, 2024 | 10:00 AM | 11:00 AM | Game | Luther Elementary School | vs. McFarland |
| Thursday | January 18, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Saturday | January 20, 2024 | 9:00 AM | 10:00 AM | Game | 108 N Cleveland St | @ Hartford |
| Saturday | January 20, 2024 | 11:00 AM | 12:00 PM | Game | 108 N Cleveland St | @ Stoughton Kleist |
| Saturday | January 20, 2024 | 1:00 PM | 2:00 PM | Game | 108 N Cleveland St | @ Poynette Black |
| Monday | January 29, 2024 | 6:15 PM | 7:45 PM | Extra-Practice | Kennedy Elementary School | |
| Wednesday | January 31, 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 | |
| Friday | February 9, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Parker High School | |
| Saturday | February 10, 2024 | 8:50 AM | 9:50 AM | Game | Center Court Sports Complex | vs. Franklin |
| Saturday | February 10, 2024 | 10:30 AM | 11:30 AM | Game | Center Court Sports Complex | vs. Rockford |
| Saturday | February 10, 2024 | 12:10 PM | 1:10 PM | Game | Center Court Sports Complex | vs. Waukesha West |
| Thursday | February 15, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Saturday | February 17, 2024 | 12:00 PM | 1:00 PM | Game | Saint Joseph Grade School | vs. Milton |
| Saturday | February 17, 2024 | 2:00 PM | 3:00 PM | Game | TBD | vs. TBD |
| Sunday | February 18, 2024 | TBD | TBD | Game | Parker High School | @ TBD |
| Thursday | February 22, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | February 25, 2024 | TBD | TBD | Game | Madison | vs. Tbd |
| Sunday | February 25, 2024 | 1:25 PM | 2:25 PM | Game | 8222 S 51st St | @ Franklin Grey |
| Sunday | February 25, 2024 | 3:15 PM | 4:15 PM | Game | @ TBD | |
| Sunday | February 25, 2024 | 5:05 PM | 6:05 PM | Game | TBD | @ TBD |
| Thursday | February 29, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Thursday | March 7, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Sunday | March 10, 2024 | 2:00 PM | 3:00 PM | Game | Milton High School | vs. Edgerton |
| Sunday | March 10, 2024 | 4:00 PM | 5:00 PM | Game | Milton High School | vs. Tbd |
| Sunday | March 10, 2024 | 5:00 PM | 6:00 PM | Game | Milton High School | vs. Tbd |
| Tuesday | March 12, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Wednesday | March 13, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Tuesday | March 19, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Wednesday | March 20, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | Joseph A. Craig High School | |
| Friday | March 22, 2024 | 5:00 PM | 6:00 PM | Game | Nicholas Recreation Center | vs. Living Word Lutheran |
| Saturday | March 23, 2024 | 9:10 AM | 10:10 AM | Game | Nicholas Recreation Center | vs. Everest |
| Saturday | March 23, 2024 | 1:50 PM | 2:50 PM | Game | Nicholas Recreation Center | vs. Oak Creek |
| Sunday | March 24, 2024 | TBD | TBD | Game | Madison | vs. Tbd |