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| Advancing to Next Round: top 3 place team(s) from each Bracket and 0 Wildcards. |
Bracket - Sunday, June 09, 2019| Game | Venue | Time | Field | Group | Home Team | Score | | Away Team | Score | | 862975 | Pepsi Yuengling | 09:30 AM | 1 | A3 vs A4 | Florida Mutiny | 0 | vs. | Dynamo FC | 1 |
Bracket - Sunday, June 23, 2019| Game | Venue | Time | Field | Group | Home Team | Score | | Away Team | Score | | 862961 | Puryear Park | 11:00 AM | 1 | A1 vs A2 | Rowdiest FC Premier | 1 | vs. | Brandon Town FC Premier | 3 | | 862966 | Fruitville | 11:00 AM | 1 | A5 vs A6 | SFC Premier | 0 | vs. | South Tampa FC | 3 |
Bracket - Sunday, July 14, 2019| Game | Venue | Time | Field | Group | Home Team | Score | | Away Team | Score | | 81767 | Pepsi Yuengling | 09:00 AM | 1 | A4 vs A6 | Dynamo FC | | vs. | South Tampa FC | |
Final - Sunday, July 21, 2019| Game | Venue | Time | Field | Home Team | Score | | Away Team | Score | | 81890 | TBD |
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