[11] Chicago Fire 4-0 Orlando City SC [10] 2018-08-10 19:00
Stadium: SeatGeek Stadium Round: 1
Referee: Allen Chapman Home Manager: Veljko Paunovic Away Manager: James O'Connor
Head to Head
| USA MLS | 2018/05/26 23:30 | Orlando City SC v Chicago Fire | W | 1-2 |
| USA MLS | 2017/06/25 00:30 | Chicago Fire v Orlando City SC | W | 4-0 |
| USA MLS | 2017/06/04 23:30 | Orlando City SC v Chicago Fire | D | 0-0 |
| USA MLS | 2016/08/14 20:00 | Chicago Fire v Orlando City SC | D | 2-2 |
| USA MLS | 2016/03/12 00:00 | Orlando City SC v Chicago Fire | D | 1-1 |
| USA MLS | 2015/09/20 00:30 | Chicago Fire v Orlando City SC | L | 0-1 |
| USA MLS | 2015/08/29 23:30 | Orlando City SC v Chicago Fire | D | 1-1 |
| USA US Open Cup | 2015/07/23 00:30 | Chicago Fire v Orlando City SC | W | 3-1 |
Home History
| USA US Open Cup | 2018/08/08 23:00 | Philadelphia Union v Chicago Fire | L | 3-0 |
| USA MLS | 2018/08/05 02:00 | Real Salt Lake v Chicago Fire | L | 2-1 |
| USA MLS | 2018/07/28 23:00 | Toronto FC v Chicago Fire | L | 3-0 |
| USA MLS | 2018/07/21 23:00 | Chicago Fire v Toronto FC | L | 1-2 |
| USA US Open Cup | 2018/07/19 00:30 | Chicago Fire v Louisville City FC | W | 4-0 |
| USA MLS | 2018/07/15 00:00 | FC Dallas v Chicago Fire | L | 3-1 |
| USA MLS | 2018/07/12 00:30 | Chicago Fire v Philadelphia Union | L | 3-4 |
| USA MLS | 2018/07/08 02:30 | Vancouver Whitecaps v Chicago Fire | L | 3-2 |
Away History
| USA MLS | 2018/08/04 23:30 | Orlando City SC v New England Revolution | D | 3-3 |
| USA MLS | 2018/07/30 01:30 | LA Galaxy v Orlando City SC | L | 4-3 |
| USA MLS | 2018/07/27 00:00 | Orlando City SC v New York City FC | L | 0-2 |
| USA MLS | 2018/07/21 23:30 | Columbus Crew v Orlando City SC | L | 3-2 |
| USA US Open Cup | 2018/07/18 23:00 | Philadelphia Union v Orlando City SC | L | 1-0 |
| USA MLS | 2018/07/15 00:00 | Orlando City SC v Toronto FC | W | 2-1 |
| USA MLS | 2018/07/08 03:00 | Los Angeles FC v Orlando City SC | L | 4-1 |
| USA MLS | 2018/06/30 23:00 | Atlanta United v Orlando City SC | L | 4-0 |