| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Richland Center (NC) | 17 | Westby | 52 | |
| 8/25/2023 | 2 | Westby | 68 | Benton/Scales Mound IL/Shullsburg (NC) | 22 | |
| 9/1/2023 | 3 | Westby | 21 | West Salem | 14 | |
| 9/8/2023 | 4 | Westby | 35 | Viroqua | 7 | |
| 9/15/2023 | 5 | Arcadia | 6 | Westby | 47 | |
| 9/22/2023 | 6 | Westby | 20 | Aquinas | 28 | |
| 9/29/2023 | 7 | Black River Falls | 12 | Westby | 53 | |
| 10/6/2023 | 8 | Westby | 27 | Gale-Ettrick-Trempealeau | 6 | |
| 10/13/2023 | 9 | Altoona | 14 | Westby | 39 | |