| Sweet 16 | Quarter Finals | Semi-Finals | Final | Champion | |
| Kendall Soccer Coalition White - 4 | Kendall Soccer Coalition White - 3 | Kendall Soccer Coalition White - 2 | Kendall Soccer Coalition White - 2 | Kendall Soccer Coalition White | |
| 4/26/2008 3:00 PM #657 - Polo Grounds #1 | |
| 4/27/2008 10:30 AM #658 - Polo Grounds #3 | |
| DQ-South Florida Elite FC - 0 | |
| Jacksonville Youth Soccer Club - 0 | 5/17/2008 1:30 PM #659 - Santa Rosa 09 | |
| 4/26/2008 3:00 PM #661 - Kicks from the Mark | |
| Strictly Soccer Futbol Club - 0 | |
| Strictly Soccer Futbol Club - 1 | |
| Gainesville Soccer Alliance - 1 | Wellington Wave U14 Boys - 0 | 5/18/2008 11:00 AM #660 - Santa Rosa 12 | |
| 4/26/2008 3:00 PM #664 - Polo Grounds #3 | |
| 4/27/2008 10:30 AM #662 - Polo Grounds #4 | |
| Wellington Wave U14 Boys - 2 | |
| Bonita Springs Youth Soccer - 5 | Bonita Springs Youth Soccer - 0 | |
| 4/26/2008 3:00 PM #666 - Polo Grounds #4 | |
| Bonita Springs Youth Soccer - 1 | |
| Clearwater Charger Soccer - 0 | |
| Manatee Magic - 2 | Manatee Magic - 1 | Weston Fury Premier - 2 | |
| 4/26/2008 5:00 PM #668 - Polo Grounds #1 | |
| 4/27/2008 1:00 PM #665 - Polo Grounds #3 | |
| Clay County Soccer Club - 0 | |
| Weston Fury Premier - 4 | 5/17/2008 1:30 PM #663 - Santa Rosa 15 | |
| 4/26/2008 5:00 PM #669 - Polo Grounds #2 | |
| Weston Fury Premier - 5 | |
| Space Coast United Soccer - 0 | |
| Parkland Predators Soccer - 1 | Parkland Predators Soccer - 0 | Rsl Florida - 1 | |
| 4/26/2008 5:00 PM #670 - Polo Grounds #3 | |
| 4/27/2008 1:00 PM #667 - Polo Grounds #4 | |
| Weston Fury Nike - 0 | |
| Rsl Florida - 1 | Rsl Florida - 3 | |
| 4/26/2008 5:00 PM #671 - Polo Grounds #4 | |
| Rsl Florida - 3 | |
| Ius Elite - 0 | |