Head to Head
| USA NWSL Women | 2019/08/21 23:30 | Chicago Red Stars Women v Orlando Pride Women | W | 1-2 |
| USA NWSL Women | 2019/06/30 21:00 | Orlando Pride Women v Chicago Red Stars Women | L | 2-3 |
| USA NWSL Women | 2018/08/25 23:30 | Orlando Pride Women v Chicago Red Stars Women | L | 1-3 |
| USA NWSL Women | 2018/05/26 19:30 | Chicago Red Stars Women v Orlando Pride Women | W | 2-5 |
| USA NWSL Women | 2018/05/02 23:30 | Chicago Red Stars Women v Orlando Pride Women | W | 0-2 |
| USA NWSL Women | 2017/08/05 23:30 | Orlando Pride Women v Chicago Red Stars Women | D | 1-1 |
| USA NWSL Women | 2017/07/22 19:30 | Chicago Red Stars Women v Orlando Pride Women | L | 2-1 |
| USA NWSL Women | 2017/07/01 21:00 | Orlando Pride Women v Chicago Red Stars Women | L | 0-1 |
Home History
| USA NWSL Women | 2019/09/08 02:00 | OL Reign Women v Orlando Pride Women | L | 3-1 |
| USA NWSL Women | 2019/08/24 23:30 | Washington Spirit Women v Orlando Pride Women | L | 2-1 |
| USA NWSL Women | 2019/08/21 23:30 | Chicago Red Stars Women v Orlando Pride Women | W | 1-2 |
| USA NWSL Women | 2019/08/17 23:30 | Orlando Pride Women v Utah Royals Women | L | 0-2 |
| USA NWSL Women | 2019/08/10 23:30 | Orlando Pride Women v Houston Dash Women | L | 0-1 |
| USA NWSL Women | 2019/07/20 23:30 | Orlando Pride Women v Gotham FC Women | W | 1-0 |
| USA NWSL Women | 2019/07/14 19:00 | Portland Thorns Women v Orlando Pride Women | L | 4-3 |
| USA NWSL Women | 2019/07/06 23:30 | Orlando Pride Women v Washington Spirit Women | W | 4-3 |
Away History
| USA NWSL Women | 2019/09/08 22:00 | Chicago Red Stars Women v Houston Dash Women | W | 3-0 |
| USA NWSL Women | 2019/08/25 19:00 | Portland Thorns Women v Chicago Red Stars Women | L | 3-0 |
| USA NWSL Women | 2019/08/21 23:30 | Chicago Red Stars Women v Orlando Pride Women | L | 1-2 |
| USA NWSL Women | 2019/08/14 23:00 | Gotham FC Women v Chicago Red Stars Women | L | 2-1 |
| USA NWSL Women | 2019/08/10 23:00 | Washington Spirit Women v Chicago Red Stars Women | W | 0-1 |
| USA NWSL Women | 2019/08/04 00:00 | Chicago Red Stars Women v Utah Royals Women | W | 2-0 |
| USA NWSL Women | 2019/07/28 20:00 | OL Reign Women v Chicago Red Stars Women | W | 0-4 |
| USA NWSL Women | 2019/07/21 22:00 | Chicago Red Stars Women v North Carolina Courage Women | W | 2-1 |