[3] Pensacola City FC 1-3 Jacksonville Armada U23 [1] 2021-06-26 23:00
Stadium: Ashton Brosnaham Stadium Round: 1
Home History
| 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 |
| USA NPSL | 2021/05/26 23:00 | Pensacola City FC v AFC Mobile | W | 2-1 |
| USA NPSL | 2021/05/22 23:00 | Jacksonville Armada U23 v Pensacola City FC | L | 2-0 |
| USA NPSL | 2021/05/16 00:00 | Pensacola City FC v Tallahassee SC | D | 3-3 |
Away History
| USA NPSL | 2021/06/19 23:00 | Jacksonville Armada U23 v Florida Roots | W | 5-0 |
| USA NPSL | 2021/06/16 23:00 | Jacksonville Armada U23 v Tallahassee SC | W | 4-0 |
| USA NPSL | 2021/06/13 16:00 | Jacksonville Armada U23 v Port City FC | W | 1-0 |
| USA NPSL | 2021/06/06 00:00 | AFC Mobile v Jacksonville Armada U23 | L | 1-0 |
| USA NPSL | 2021/05/29 23:00 | New Orleans Jesters v Jacksonville Armada U23 | W | 1-3 |
| USA NPSL | 2021/05/27 23:00 | Port City FC v Jacksonville Armada U23 | W | 3-4 |
| USA NPSL | 2021/05/22 23:00 | Jacksonville Armada U23 v Pensacola City FC | W | 2-0 |
| USA NPSL | 2021/05/12 23:00 | Florida Roots v Jacksonville Armada U23 | W | 0-3 |