[10] Orlando City SC 5-1 FC Cincinnati [12] 2019-05-19 19:00
Stadium: Inter&Co Stadium Round: 1
Referee: Nima Saghafi Home Manager: James O'Connor Away Manager: Yoann Damet
Home History
| 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 |
| USA MLS | 2019/05/04 20:00 | Orlando City SC v Toronto FC | L | 0-2 |
| USA MLS | 2019/04/27 17:00 | New York City FC v Orlando City SC | D | 1-1 |
| USA MLS | 2019/04/20 19:00 | Orlando City SC v Vancouver Whitecaps | W | 1-0 |
| USA MLS | 2019/04/14 01:00 | Real Salt Lake v Orlando City SC | L | 2-1 |
| USA MLS | 2019/04/06 23:30 | Orlando City SC v Colorado Rapids | W | 4-3 |
| USA MLS | 2019/03/31 22:30 | Orlando City SC v DC United | L | 1-2 |
Away History
| USA MLS | 2019/05/11 17:00 | FC Cincinnati v CF Montreal | W | 2-1 |
| USA MLS | 2019/05/05 02:00 | San Jose Earthquakes v FC Cincinnati | L | 1-0 |
| USA MLS | 2019/05/01 23:30 | Philadelphia Union v FC Cincinnati | L | 2-0 |
| USA MLS | 2019/04/27 23:00 | New York Red Bulls v FC Cincinnati | L | 1-0 |
| USA MLS | 2019/04/19 23:30 | FC Cincinnati v Real Salt Lake | L | 0-3 |
| USA MLS | 2019/04/14 02:30 | Los Angeles FC v FC Cincinnati | L | 2-0 |
| USA MLS | 2019/04/07 19:00 | FC Cincinnati v Sporting Kansas City | D | 1-1 |
| USA MLS | 2019/03/30 23:30 | FC Cincinnati v Philadelphia Union | L | 0-2 |