Head to Head
| USA NWSL Women | 2018/08/25 23:30 | Orlando Pride (W) v Chicago Stars (W) | L | 1-3 |
| USA NWSL Women | 2018/05/26 19:30 | Chicago Stars (W) v Orlando Pride (W) | W | 2-5 |
| USA NWSL Women | 2018/05/02 23:30 | Chicago Stars (W) v Orlando Pride (W) | W | 0-2 |
| USA NWSL Women | 2017/08/05 23:30 | Orlando Pride (W) v Chicago Stars (W) | D | 1-1 |
| USA NWSL Women | 2017/07/22 19:30 | Chicago Stars (W) v Orlando Pride (W) | L | 2-1 |
| USA NWSL Women | 2017/07/01 21:00 | Orlando Pride (W) v Chicago Stars (W) | L | 0-1 |
| USA NWSL Women | 2016/07/16 23:30 | Orlando Pride (W) v Chicago Stars (W) | L | 0-1 |
| USA NWSL Women | 2016/05/01 22:00 | Chicago Stars (W) v Orlando Pride (W) | L | 1-0 |
Home History
| USA NWSL Women | 2018/09/08 16:00 | NJ/NY Gotham FC (W) v Orlando Pride (W) | L | 1-0 |
| USA NWSL Women | 2018/08/25 23:30 | Orlando Pride (W) v Chicago Stars (W) | L | 1-3 |
| USA NWSL Women | 2018/08/18 23:00 | North Carolina Courage (W) v Orlando Pride (W) | L | 3-0 |
| USA NWSL Women | 2018/08/11 23:30 | Orlando Pride (W) v Portland Thorns (W) | L | 0-2 |
| USA NWSL Women | 2018/08/05 23:30 | Orlando Pride (W) v NJ/NY Gotham FC (W) | D | 2-2 |
| USA NWSL Women | 2018/07/21 19:30 | Orlando Pride (W) v Reign FC (W) | D | 1-1 |
| USA NWSL Women | 2018/07/14 23:00 | Utah Royals (W) v Orlando Pride (W) | W | 1-2 |
| USA NWSL Women | 2018/07/12 00:30 | Houston Dash (W) v Orlando Pride (W) | L | 3-1 |
Away History
| Women’s Friendly | 2019/03/27 20:32 | Chicago Stars (W) v Reign FC (W) | L | 1-2 |
| Women’s Friendly | 2019/03/25 00:00 | Portland Thorns (W) v Chicago Stars (W) | L | 2-1 |
| USA NWSL Women | 2018/09/19 01:00 | North Carolina Courage (W) v Chicago Stars (W) | L | 2-0 |
| USA NWSL Women | 2018/09/08 19:30 | Utah Royals (W) v Chicago Stars (W) | L | 2-1 |
| USA NWSL Women | 2018/09/04 23:30 | Chicago Stars (W) v NJ/NY Gotham FC (W) | W | 5-0 |
| USA NWSL Women | 2018/08/25 23:30 | Orlando Pride (W) v Chicago Stars (W) | W | 1-3 |
| USA NWSL Women | 2018/08/19 02:30 | Portland Thorns (W) v Chicago Stars (W) | D | 2-2 |
| USA NWSL Women | 2018/08/16 02:30 | Reign FC (W) v Chicago Stars (W) | D | 0-0 |