Orlando Pride 2021 NWSL Challenge Cup Schedule:
| Date | Opponent | Venue | Kickoff | Broadcast |
| Sat., April 10 | Racing Louisville FC (2-2, draw) | Lynn Family Stadium | 7 p.m. | Paramount+ |
| Wed., April 14 | NJ/NY Gotham FC (1-0, loss) | Exploria Stadium | 7 p.m. | CBS Sports Network |
| Wed., April 21 | Washington Spirit (1-0, win) | Exploria Stadium | 7 p.m. | Paramount+ |
| Sat., May 1 | North Carolina Courage (0-0, draw) | Sahlen’s Stadium | 7:30 p.m. |
CBS Sports Network
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2021 NWSL regular season
| Date | Opponent | Venue | Kickoff |
| Sun., May 16 | Washington Spirit (1-1, draw) | Exploria Stadium | 6 p.m. |
| Sat., May 22 | North Carolina Courage (2-1, win) | Sahlen’s Stadium | 7 p.m. |
| Wed., May 26 | Portland Thorns FC (2-1, win) | Exploria Stadium | 7 p.m. |
| Sun., May 30 | Kansas City (1-0, win) | Exploria Stadium | 6 p.m. |
| Sun., June 6 | Washington Spirit (1-1, draw) | Audi Field | 2 p.m. |
| Sun., June 20 | NJ/NY Gotham FC (1-1, draw) | Exploria Stadium | 6 p.m. |
| Wed., June 23 | Kansas City (3-1, win) | Legends Field | 2 p.m. |
| Sat., June 26 | Houston Dash (2-1, loss) | BBVA Stadium | 8:30 p.m. |
| Sun., July 4 | North Carolina Courage (2-0, loss) | Exploria Stadium | 6 p.m. |
| Fri., July 9 | Racing Louisville FC (1-1, draw) | Exploria Stadium | 7 p.m. |
| Sun., July 18 | Portland Thorns FC (2-1, loss) | Providence Park | 10:30 p.m. |
| Sat., July 24 | OL Reign (2-0, loss) | Exploria Stadium | 7 p.m. |
| Sat., July 31 | North Carolina Courage (1-1, draw) | Sahlen’s Stadium | 7 p.m. |
| Sun., Aug. 8 | Chicago Red Stars (2-0, win) | SeatGeek Stadium | 6 p.m. |
| Sat., Aug. 14 | Portland Thorns FC (1-1, draw) | Exploria Stadium | 7 p.m. |
| Sun., Aug. 22 | Washington Spirit (2-1, loss) | Audi Field | 4 p.m. |
| Sun., Aug. 29 | NJ/NY Gotham FC (1-0, win) | Red Bull Arena | 5:30 p.m. |
| Sun., Sept. 5 | Houston Dash (1-1, draw) | Exploria Stadium | 4 p.m. |
| Sat., Sept. 11 | Racing Louisville FC (3-1, win) | Exploria Stadium | 7 p.m. |
| Sun., Sept. 26 | OL Reign (3-0, loss) | Cheney Stadium | 7 p.m. |
| Wed., Oct. 13 | Chicago Red Stars (1-0, loss) | SeatGeek Stadium | 8 p.m. |
| Sat., Oct. 9 | NJ/NY Gotham FC (3-2, loss) | Exploria Stadium | 7 p.m. |
| Sat., Oct. 16 | Racing Louisville FC (3-1, loss) | Lynn Family Stadium | 7:30 p.m. |
| Fri., Oct. 29 | Chicago Red Stars (1-0, loss) | Exploria Stadium | 7 p.m. |
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