| Date | Opponent | Location | Score | Record |
| April 10, 2014 | Sun Prairie B | Sun Prairie HS | W 13-2 | 1 - 0 |
| April 17, 2014 | Madison East | Cottage Grove School | W 13-3 | 2 - 0 |
| April 24, 2014 | Stoughton | Stoughton HS | L 9-13 | 2 - 1 |
| May 1, 2014 | The DeForest Super Squad | Cottage Grove School | L 7-11 | 2 - 2 |
| May 8, 2014 | La Follette | LaFollette HS Soccer Fields | W 13-3 | 3 - 2 |
| May 15, 2014 | Monona Grove B | Cottage Grove School | W 13-3 | 4 - 2 |
| May 22, 2014 | Sun Prairie A | Cottage Grove School | L 5-13 | 4 - 3 |
| May 29, 2014 | Oregon | Cottage Grove School | W 13-7 | 5 - 3 |
