[10] Columbus Crew 0-2 Orlando City SC [9] 2019-06-29 23:30
Stadium: Historic Crew Stadium Round: 1
Referee: Rubiel Vazquez Home Manager: Caleb Porter Away Manager: James O'Connor
Head to Head
| USA MLS | 2018/10/21 19:00 | Orlando City SC v Columbus Crew | L | 2-1 |
| USA MLS | 2018/07/21 23:30 | Columbus Crew v Orlando City SC | W | 3-2 |
| USA MLS | 2017/10/15 21:00 | Orlando City SC v Columbus Crew | W | 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 | W | 2-0 |
| USA MLS | 2016/09/17 23:30 | Orlando City SC v Columbus Crew | W | 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 | L | 5-2 |
Home History
| USA MLS | 2019/06/23 21:30 | Columbus Crew v Sporting Kansas City | L | 0-1 |
| USA US Open Cup | 2019/06/18 23:00 | Columbus Crew v Atlanta United | L | 2-3 |
| USA US Open Cup | 2019/06/11 23:00 | Columbus Crew v Pittsburgh Riverhounds | W | 1-0 |
| USA MLS | 2019/06/01 23:30 | Columbus Crew v New York City FC | D | 2-2 |
| USA MLS | 2019/05/26 01:00 | Colorado Rapids v Columbus Crew | L | 3-2 |
| USA MLS | 2019/05/19 00:00 | Minnesota United v Columbus Crew | L | 1-0 |
| USA MLS | 2019/05/11 23:30 | Columbus Crew v Los Angeles FC | L | 0-3 |
| USA MLS | 2019/05/08 23:30 | Columbus Crew v LA Galaxy | W | 3-1 |
Away History
| USA MLS | 2019/06/27 00:00 | DC United v Orlando City SC | L | 1-0 |
| USA US Open Cup | 2019/06/19 23:30 | Orlando City SC v New England Revolution | W | 2-1 |
| USA US Open Cup | 2019/06/13 00:30 | Memphis 901 FC v Orlando City SC | W | 1-3 |
| USA MLS | 2019/06/01 21:00 | CF Montreal v Orlando City SC | W | 0-3 |
| USA MLS | 2019/05/24 23:00 | Orlando City SC v LA Galaxy | L | 0-1 |
| USA MLS | 2019/05/19 19:00 | Orlando City SC v FC Cincinnati | W | 5-1 |
| USA MLS | 2019/05/16 02:30 | Seattle Sounders v Orlando City SC | L | 2-1 |
| USA MLS | 2019/05/12 18:30 | Atlanta United v Orlando City SC | L | 1-0 |