| USA - US Open Cup | 12/19 00:00 | - |
Miami United FC
v
Naples City
|
L | 2-1 | |
| USA - UPSL | 06/12 22:00 | - | Naples City v Florida Premier FC | L | 0-1 | |
| USA - UPSL | 06/05 22:00 | - | Naples City v Tampa FC | W | 2-1 | |
| USA - UPSL | 05/29 23:00 | - | Florida Tropics v Naples City | L | 5-1 | |
| USA - UPSL | 05/22 23:00 | - | St Petersborg FC Aztecs v Naples City | L | 4-1 |