[5] Pensacola City FC 3-3 Florida Roots [8] 2021-06-16 23:00
Stadium: Ashton Brosnaham Stadium Round: 1
Home History
| 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 | 2021/06/10 23:00 | Florida Roots v Southern States SC | L | 0-1 |
| USA NPSL | 2021/06/05 23:00 | Port City FC v Florida Roots | L | 2-0 |
| USA NPSL | 2021/06/03 23:00 | Florida Roots v New Orleans Jesters | L | 0-1 |
| USA NPSL | 2021/05/29 23:00 | Tallahassee SC v Florida Roots | L | 3-0 |
| USA NPSL | 2021/05/22 23:00 | AFC Mobile v Florida Roots | L | 2-1 |
| USA NPSL | 2021/05/12 23:00 | Florida Roots v Jacksonville Armada U23 | L | 0-3 |
| USA NPSL | 2021/05/08 23:00 | Florida Roots v Tallahassee SC | D | 3-3 |