| Round 1 | Round 2 | Round 3 | Round 4 | Round 5 | Round 4 | Round 3 | Round 2 | Round 1 |
|---|---|---|---|---|---|---|---|---|
| Azurri Storm SC | FC Kraken | |||||||
| Azurri Storm SC | United SC | |||||||
| Inter City FC | United SC | |||||||
| National Tampa | OCY | |||||||
| National Tampa | OCY | |||||||
| Clearwater Chargers SC | Sharks FCA | |||||||
| Clearwater Chargers SC | Sharks FCA | |||||||
| FISA Elite | I.S.A | |||||||
| FISA Elite | I.S.A | |||||||
| Osheas FC | ||||||||
| GOSA | Palm Beach Flames SC | |||||||
| GOSA | City Soccer | |||||||
| Union FC | City Soccer | |||||||
| GOSA | ||||||||
| Royal Palms SC | February 19, 2023  2-0  | Sporting Miami | ||||||
| Royal Palms SC | Sporting Miami | |||||||
| GOSA | ||||||||
| Deportivo Lake Mary | Homestead FC | |||||||
| Deportivo Lake Mary | Homestead FC | |||||||
February 11, 2023 4-0  | ||||||||
| Soccer Paradise FC | ||||||||
| Deportivo Lake Mary | ||||||||
| Orlando Rovers FC | Dade County FC | |||||||
| CFM | Miami Sun FC | |||||||
| CFM | Miami Sun FC |
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UPSL Florida Cup 2023
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