| Date | Location | Result | |
| Apr 23, 2008 | Sanford, Fla. | Oviedo HS 3, Winter Springs HS 0 | Box score |
| Apr 17, 2008 | Winter Spring, Fla. | Winter Springs HS 11, Titusville Astronaut 1 | Box score |
| Apr 16, 2008 | Winter Springs, Fla. | Winter Springs HS 1, Lake Howell HS 0 | Box score |
| Apr 15, 2008 | Winter Springs, Fla. | Winter Springs HS 9, Orangewood Christian 1 | Box score |
| Apr 10, 2008 | Winter Springs, Fla. | Wellington HS 10, Winter Springs HS 1 | Box score |
| Apr 09, 2008 | Lake Mary, Fla. | Winter Springs HS 9, Lake Mary HS 3 | Box score |
| Apr 08, 2008 | Oviedo, Fla. | Oviedo HS 1, Winter Springs HS 0 | Box score |
| Apr 03, 2008 | Kissimmee, Fla. | Osceola HS 2, Winter Springs HS 1 | Box score |
| Apr 02, 2008 | Kissimmee, Fla. | Winter Springs HS 1, Ocoee HS 0 | Box score |
| Apr 01, 2008 | Kissimmee, Fla. | Winter Springs HS 4, Vero Beach HS 1 | Box score |
| Mar 28, 2008 | Winter Park, Fla. | Winter Springs HS 5, Winter Park HS 2 | Box score |
| Mar 27, 2008 | Oviedo, Fla. | Winter Springs HS 10, Hagerty HS 3 | Box score |
| Mar 25, 2008 | Winter Springs, Fla. | Winter Springs HS 3, Lake Mary HS 0 | Box score |
| Mar 20, 2008 | Winter Springs, Fla. | Winter Springs HS 4, Seminole HS 0 | Box score |
| Mar 18, 2008 | Winter Springs, Fla. | Winter Springs HS 4, Lyman HS 0 | Box score |
| Mar 14, 2008 | Alt. Springs, Fla. | Lake Brantley HS 10, Winter Springs HS 6 | Box score |
| Mar 11, 2008 | Winter Springs, Fla. | Winter Springs HS 4, Oviedo HS 0 | Box score |
| Mar 06, 2008 | Sanford, Fla. | Winter Springs HS 3, Seminole HS 2 | Box score |
| Mar 05, 2008 | Winter Springs, Fla. | Lake Brantley HS 3, Winter Springs HS 0 | Box score |
| Feb 29, 2008 | Longwood, Fla. | Winter Springs HS 7, Lyman HS 0 | Box score |
| Feb 27, 2008 | Winter Springs, Fla. | Winter Springs HS 4, Hagerty HS 0 | Box score |
| Feb 22, 2008 | Lake Mary, Fla. | Winter Springs HS 4, Lake Mary HS 0 | Box score |
| Feb 20, 2008 | Lake Mary, Fla. | Winter Springs HS 6, Hagerty HS 0 | Box score |
| Feb 18, 2008 | Lake Mary, Fla. | Oviedo HS 5, Winter Springs HS 2 | Box score |
| Feb 15, 2008 | Winter Park, Fla. | Winter Springs HS 1, Lake Howell HS 0 | Box score |
| Feb 07, 2008 | Winter Springs, Fla. | Winter Springs HS 13, Hagerty HS 0 | Box score |
| Feb 05, 2008 | Winter Springs, Fla. | Winter Springs HS 4, Colonial HS 3 | Box score |