[5] Pensacola City FC 0-2 Jacksonville Armada U23 [1] 2023-06-24 23:00
Stadium: Ashton Brosnaham Stadium Pitch: Artificial Turf Round: 1
Head to Head
| USA NPSL | 2023/05/21 00:00 | Jacksonville Armada U23 v Pensacola City FC | L | 2-1 |
| USA NPSL | 2022/07/13 23:00 | Jacksonville Armada U23 v Pensacola City FC | L | 7-2 |
| USA NPSL | 2022/06/26 00:30 | Pensacola City FC v Jacksonville Armada U23 | L | 0-1 |
| USA NPSL | 2022/05/22 00:00 | Jacksonville Armada U23 v Pensacola City FC | L | 4-1 |
| USA NPSL | 2021/06/26 23:00 | Pensacola City FC v Jacksonville Armada U23 | L | 1-3 |
| USA NPSL | 2021/05/22 23:00 | Jacksonville Armada U23 v Pensacola City FC | L | 2-0 |
Home History
| USA NPSL | 2023/06/15 00:30 | Pensacola City FC v New Orleans Jesters | D | 1-1 |
| USA NPSL | 2023/06/11 00:00 | Florida Roots v Pensacola City FC | W | 1-2 |
| USA NPSL | 2023/06/04 00:30 | Southern States SC v Pensacola City FC | L | 6-1 |
| USA NPSL | 2023/05/28 00:00 | Pensacola City FC v Southern States SC | L | 0-4 |
| USA NPSL | 2023/05/21 00:00 | Jacksonville Armada U23 v Pensacola City FC | L | 2-1 |
| USA NPSL | 2023/05/18 00:00 | Pensacola City FC v Florida Roots | W | 4-1 |
| USA NPSL | 2023/05/14 00:00 | Pensacola City FC v Tallahassee SC | D | 2-2 |
| USA NPSL | 2022/07/13 23:00 | Jacksonville Armada U23 v Pensacola City FC | L | 7-2 |
Away History
| USA NPSL | 2023/06/18 00:30 | Jacksonville Armada U23 v Florida Roots | W | 2-1 |
| USA NPSL | 2023/06/15 00:00 | Jacksonville Armada U23 v Tallahassee SC | W | 2-1 |
| USA NPSL | 2023/05/28 00:00 | New Orleans Jesters v Jacksonville Armada U23 | L | 2-1 |
| USA NPSL | 2023/05/21 00:00 | Jacksonville Armada U23 v Pensacola City FC | W | 2-1 |
| USA NPSL | 2023/05/14 00:00 | Florida Roots v Jacksonville Armada U23 | W | 2-7 |
| USA NPSL | 2023/05/07 19:00 | Jacksonville Armada U23 v Southern States SC | D | 1-1 |
| USA NPSL | 2023/04/30 00:00 | Tallahassee SC v Jacksonville Armada U23 | D | 1-1 |
| USA US Open Cup | 2023/04/04 23:00 | Miami FC v Jacksonville Armada U23 | L | 3-1 |