[5] Pensacola City FC 1-1 New Orleans Jesters [2] 2023-06-15 00:30
Stadium: Ashton Brosnaham Stadium Round: 1
Head to Head
| USA NPSL | 2022/07/03 00:00 | Pensacola City FC v New Orleans Jesters | W | 4-2 |
| USA NPSL | 2022/06/16 00:00 | New Orleans Jesters v Pensacola City FC | L | 3-1 |
| USA NPSL | 2021/07/03 00:00 | Pensacola City FC v New Orleans Jesters | W | 4-2 |
| USA NPSL | 2021/06/09 23:00 | New Orleans Jesters v Pensacola City FC | L | 4-0 |
Home History
| 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 |
| USA NPSL | 2022/07/07 00:00 | AFC Mobile v Pensacola City FC | W | 1-2 |
Away History
| USA NPSL | 2023/06/04 00:00 | Florida Roots v New Orleans Jesters | W | 2-3 |
| USA NPSL | 2023/06/02 00:00 | Tallahassee SC v New Orleans Jesters | D | 0-0 |
| USA NPSL | 2023/05/28 00:00 | New Orleans Jesters v Jacksonville Armada U23 | W | 2-1 |
| USA NPSL | 2023/05/21 00:00 | New Orleans Jesters v Florida Roots | W | 2-0 |
| USA NPSL | 2023/05/13 00:30 | Southern States SC v New Orleans Jesters | L | 3-1 |
| USA NPSL | 2022/07/16 00:30 | Southern States SC v New Orleans Jesters | L | 5-4 |
| USA NPSL | 2022/07/10 00:00 | New Orleans Jesters v Florida Roots | W | 4-1 |
| USA NPSL | 2022/07/03 00:00 | Pensacola City FC v New Orleans Jesters | L | 4-2 |