| Visitor Team vs Home Team | W-L | Score | Date |
|---|---|---|---|
| Olympic Heights vs. Wellington | W | 0 - 10 | 09/04/2009 07:00 PM |
| Wellington vs. Lake Worth | L | 31 - 39 | 09/11/2009 07:00 PM |
| Wellington vs. Santaluces | W | 21 - 15 | 09/17/2009 07:00 PM |
| Wellington vs. Archbishop McCarthy | L | 7 - 42 | 09/25/2009 07:00 PM |
| Palm Beach Lakes vs. Wellington | L | 13 - 0 | 10/02/2009 07:00 PM |
| West Boca Raton vs. Wellington | L | 18 - 8 | 10/09/2009 07:00 PM |
| Forest Hill vs. Wellington | W | 10 - 31 | 10/16/2009 07:00 PM |
| Wellington vs. Spanish River | W | 37 - 0 | 10/30/2009 07:00 PM |
| Wellington vs. Seminole Ridge | L | 10 - 36 | 11/06/2009 07:30 PM |
| Suncoast vs. Wellington | W | 20 - 34 | 11/13/2009 07:00 PM |
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