[9] Orlando City SC 1-0 Columbus Crew [11] 2019-07-13 23:30
Stadium: Inter&Co Stadium Round: 1
Referee: David Gantar Home Manager: James O'Connor Away Manager: Caleb Porter
Head to Head
| USA - MLS | 2019/06/29 23:30 | Columbus Crew v Orlando City SC | W | 0-2 |
| USA - MLS | 2018/10/21 19:00 | Orlando City SC v Columbus Crew | W | 2-1 |
| USA - MLS | 2018/07/21 23:30 | Columbus Crew v Orlando City SC | L | 3-2 |
| USA - MLS | 2017/10/15 21:00 | Orlando City SC v Columbus Crew | L | 0-1 |
| USA - MLS | 2017/08/19 23:30 | Orlando City SC v Columbus Crew | D | 1-1 |
| USA - MLS | 2017/04/01 20:00 | Columbus Crew v Orlando City SC | L | 2-0 |
| USA - MLS | 2016/09/17 23:30 | Orlando City SC v Columbus Crew | L | 1-4 |
| USA - MLS | 2016/07/23 23:30 | Columbus Crew v Orlando City SC | D | 2-2 |
| USA - MLS | 2015/08/01 23:30 | Orlando City SC v Columbus Crew | W | 5-2 |
| USA - US Open Cup | 2015/06/30 23:30 | Orlando City SC v Columbus Crew | W | 2-0 |
| USA - MLS | 2015/05/30 23:30 | Orlando City SC v Columbus Crew | D | 2-2 |
| USA - MLS | 2015/04/18 23:30 | Columbus Crew v Orlando City SC | L | 3-0 |
| Internasjonalt - Vennskapskamper | 2014/02/26 23:00 | Orlando City SC v Columbus Crew | D | 4-4 |