[3] New Orleans Jesters 3-1 Pensacola City FC [4] 2022-01-18 16:00
Stadium: Pan American Stadium Round: 1
Head to Head
| USA NPSL | 2021/07/03 00:00 | Pensacola City FC v New Orleans Jesters | L | 4-2 |
| USA NPSL | 2021/06/09 23:00 | New Orleans Jesters v Pensacola City FC | W | 4-0 |
Home History
| USA NPSL | 2021/07/14 23:00 | Jacksonville Armada U23 v New Orleans Jesters | W | 1-3 |
| USA NPSL | 2021/07/10 23:00 | New Orleans Jesters v Florida Roots | W | 3-1 |
| USA NPSL | 2021/07/03 00:00 | Pensacola City FC v New Orleans Jesters | L | 4-2 |
| USA NPSL | 2021/06/30 23:00 | Jacksonville Armada U23 v New Orleans Jesters | L | 3-2 |
| USA NPSL | 2021/06/26 23:00 | New Orleans Jesters v Southern States SC | D | 1-1 |
| USA NPSL | 2021/06/23 23:00 | Port City FC v New Orleans Jesters | D | 3-3 |
| USA NPSL | 2021/06/12 23:00 | AFC Mobile v New Orleans Jesters | D | 1-1 |
| USA NPSL | 2021/06/09 23:00 | New Orleans Jesters v Pensacola City FC | W | 4-0 |
Away History
| USA NPSL | 2021/07/14 23:00 | Pensacola City FC v Southern States SC | L | 1-2 |
| USA NPSL | 2021/07/10 23:00 | Port City FC v Pensacola City FC | W | 2-3 |
| USA NPSL | 2021/07/06 23:00 | Pensacola City FC v Port City FC | W | 5-1 |
| USA NPSL | 2021/07/03 00:00 | Pensacola City FC v New Orleans Jesters | W | 4-2 |
| USA NPSL | 2021/06/30 23:00 | Tallahassee SC v Pensacola City FC | W | 2-4 |
| USA NPSL | 2021/06/26 23:00 | Pensacola City FC v Jacksonville Armada U23 | L | 1-3 |
| 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 |