[9] Orlando Pride Women 5-0 Chicago Red Stars Women [12] 2023-08-20 23:00
Stadium: Inter&Co Stadium Round: 16
Home Manager: Marc Skinner Away Manager: Rory Dames
Head to Head
| USA NWSL Women | 2023/05/28 00:00 | Chicago Red Stars Women v Orlando Pride Women | L | 1-0 |
| USA NWSL Women | 2022/06/12 22:00 | Chicago Red Stars Women v Orlando Pride Women | L | 1-0 |
| USA NWSL Women | 2022/05/22 23:00 | Orlando Pride Women v Chicago Red Stars Women | L | 2-4 |
| USA NWSL Women | 2021/10/29 23:00 | Orlando Pride Women v Chicago Red Stars Women | L | 0-1 |
| USA NWSL Women | 2021/10/14 00:00 | Chicago Red Stars Women v Orlando Pride Women | L | 1-0 |
| USA NWSL Women | 2021/08/08 22:00 | Chicago Red Stars Women v Orlando Pride Women | W | 0-2 |
| USA NWSL Women | 2019/09/11 23:00 | Orlando Pride Women v Chicago Red Stars Women | L | 0-1 |
| USA NWSL Women | 2019/08/21 23:30 | Chicago Red Stars Women v Orlando Pride Women | W | 1-2 |
Home History
| USA NWSL Challenge Cup Women | 2023/08/09 23:30 | Gotham FC Women v Orlando Pride Women | D | 1-1 |
| USA NWSL Challenge Cup Women | 2023/08/04 23:00 | Orlando Pride Women v Washington Spirit Women | L | 0-1 |
| USA NWSL Challenge Cup Women | 2023/07/29 23:00 | North Carolina Courage Women v Orlando Pride Women | L | 5-0 |
| USA NWSL Challenge Cup Women | 2023/07/23 23:00 | Orlando Pride Women v Gotham FC Women | L | 1-3 |
| USA NWSL Women | 2023/07/07 23:00 | Orlando Pride Women v OL Reign Women | W | 1-0 |
| USA NWSL Women | 2023/07/02 00:19 | Washington Spirit Women v Orlando Pride Women | W | 0-3 |
| USA NWSL Women | 2023/06/24 23:00 | Orlando Pride Women v Kansas City Current Women | L | 1-2 |
| USA NWSL Women | 2023/06/17 23:00 | North Carolina Courage Women v Orlando Pride Women | L | 3-0 |
Away History
| USA NWSL Challenge Cup Women | 2023/08/06 00:00 | Chicago Red Stars Women v Houston Dash Women | W | 3-0 |
| USA NWSL Challenge Cup Women | 2023/07/30 00:00 | Chicago Red Stars Women v Kansas City Current Women | D | 0-0 |
| USA NWSL Challenge Cup Women | 2023/07/21 23:00 | Racing Louisville FC Women v Chicago Red Stars Women | L | 2-0 |
| USA NWSL Women | 2023/07/08 00:30 | Houston Dash Women v Chicago Red Stars Women | W | 0-1 |
| USA NWSL Women | 2023/07/02 00:00 | Chicago Red Stars Women v San Diego Wave Women | W | 1-0 |
| USA NWSL Women | 2023/06/25 21:30 | Gotham FC Women v Chicago Red Stars Women | L | 2-1 |
| USA NWSL Women | 2023/06/18 22:00 | Chicago Red Stars Women v Portland Thorns Women | L | 2-3 |
| USA NWSL Challenge Cup Women | 2023/06/15 00:00 | Kansas City Current Women v Chicago Red Stars Women | L | 4-0 |