[5] Orlando City II 4-1 Columbus Crew II [6] 2023-08-27 23:00
Stadium: Osceola County Stadium Round: 1
Head to Head
| USA - MLS Next Pro League | 2023/05/14 18:00 | Columbus Crew II v Orlando City II | L | 4-0 |
| USA - MLS Next Pro League | 2022/08/20 23:00 | Orlando City II v Columbus Crew II | L | 3-5 |
| USA - MLS Next Pro League | 2022/06/19 18:00 | Columbus Crew II v Orlando City II | L | 6-1 |
| USA - MLS Next Pro League | 2022/04/15 23:00 | Columbus Crew II v Orlando City II | L | 2-0 |