[3] Pensacola City FC 5-1 Port City FC [6] 2021-07-06 23:00
Stadium: Ashton Brosnaham Stadium Round: 1
Home History
| USA NPSL | 2021/07/03 00:00 | Pensacola City FC v New Orleans Jesters | W | 4-2 |
| USA NPSL | 2021/06/30 23:00 | Tallahassee SC v Pensacola City FC | W | 2-4 |
| USA NPSL | 2021/06/26 23:00 | Pensacola City FC v Jacksonville Armada U23 | L | 1-3 |
| USA NPSL | 2021/06/19 23:00 | AFC Mobile v Pensacola City FC | W | 0-1 |
| USA NPSL | 2021/06/16 23:00 | Pensacola City FC v Florida Roots | D | 3-3 |
| USA NPSL | 2021/06/09 23:00 | New Orleans Jesters v Pensacola City FC | L | 4-0 |
| USA NPSL | 2021/06/04 00:30 | Southern States SC v Pensacola City FC | W | 0-2 |
| USA NPSL | 2021/05/29 23:00 | Pensacola City FC v Southern States SC | W | 1-0 |
Away History
| USA NPSL | 2021/07/03 23:00 | Port City FC v Tallahassee SC | L | 0-1 |
| USA NPSL | 2021/06/30 00:00 | Port City FC v Southern States SC | W | 2-1 |
| USA NPSL | 2021/06/26 23:00 | Florida Roots v Port City FC | L | 2-1 |
| USA NPSL | 2021/06/23 23:00 | Port City FC v New Orleans Jesters | D | 3-3 |
| USA NPSL | 2021/06/13 16:00 | Jacksonville Armada U23 v Port City FC | L | 1-0 |
| USA NPSL | 2021/06/10 23:00 | Tallahassee SC v Port City FC | W | 0-3 |
| USA NPSL | 2021/06/05 23:00 | Port City FC v Florida Roots | W | 2-0 |
| USA NPSL | 2021/05/29 23:00 | Port City FC v AFC Mobile | W | 2-0 |