[4] Pensacola City FC 4-1 Florida Roots [5] 2023-05-18 00:00
Stadium: Ashton Brosnaham Stadium Round: 1
Head to Head
| USA NPSL | 2022/06/12 23:00 | Florida Roots v Pensacola City FC | W | 2-4 |
| USA NPSL | 2022/05/19 00:30 | Pensacola City FC v Florida Roots | W | 3-2 |
| USA NPSL | 2021/06/16 23:00 | Pensacola City FC v Florida Roots | D | 3-3 |
Home History
| 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 |
| USA NPSL | 2022/07/07 00:00 | AFC Mobile v Pensacola City FC | W | 1-2 |
| USA NPSL | 2022/07/03 00:00 | Pensacola City FC v New Orleans Jesters | W | 4-2 |
| USA NPSL | 2022/06/30 00:00 | Pensacola City FC v Tallahassee SC | W | 2-0 |
| USA NPSL | 2022/06/26 00:30 | Pensacola City FC v Jacksonville Armada U23 | L | 0-1 |
| USA NPSL | 2022/06/16 00:00 | New Orleans Jesters v Pensacola City FC | L | 3-1 |
| USA NPSL | 2022/06/12 23:00 | Florida Roots v Pensacola City FC | W | 2-4 |
Away History
| USA NPSL | 2023/05/14 00:00 | Florida Roots v Jacksonville Armada U23 | L | 2-7 |
| USA NPSL | 2023/05/07 00:00 | Florida Roots v Tallahassee SC | L | 1-2 |
| USA NPSL | 2022/07/10 00:00 | New Orleans Jesters v Florida Roots | L | 4-1 |
| USA NPSL | 2022/07/02 23:30 | Southern States SC v Florida Roots | L | 6-0 |
| USA NPSL | 2022/06/24 00:00 | Florida Roots v AFC Mobile | L | 0-2 |
| USA NPSL | 2022/06/18 23:00 | Jacksonville Armada U23 v Florida Roots | L | 4-3 |
| USA NPSL | 2022/06/12 23:00 | Florida Roots v Pensacola City FC | L | 2-4 |
| USA NPSL | 2022/06/05 23:00 | Florida Roots v Southern States SC | L | 1-6 |