[9] New York City FC 1-0 Chicago Fire [7] 2019-04-24 23:00
Stadium: Yankee Stadium Round: 1
Referee: Robert Sibiga Home Manager: Domenec Torrent Font Away Manager: Veljko Paunovic
Head to Head
| USA MLS | 2018/09/26 23:00 | New York City FC v Chicago Fire | W | 2-0 |
| USA MLS | 2018/07/01 00:00 | Chicago Fire v New York City FC | L | 3-2 |
| USA MLS | 2017/10/01 00:30 | Chicago Fire v New York City FC | D | 1-1 |
| USA MLS | 2017/07/22 18:00 | New York City FC v Chicago Fire | W | 2-1 |
| USA MLS | 2016/09/24 00:00 | New York City FC v Chicago Fire | W | 4-1 |
| USA MLS | 2016/04/10 23:00 | New York City FC v Chicago Fire | D | 0-0 |
| USA MLS | 2016/03/06 19:00 | Chicago Fire v New York City FC | W | 3-4 |
| USA MLS | 2015/05/15 23:00 | New York City FC v Chicago Fire | D | 2-2 |
Home History
| USA MLS | 2019/04/21 20:00 | DC United v New York City FC | W | 0-2 |
| USA MLS | 2019/04/13 21:00 | Minnesota United FC v New York City FC | D | 3-3 |
| USA MLS | 2019/04/06 17:00 | New York City FC v CF Montreal | D | 0-0 |
| USA MLS | 2019/03/30 00:00 | Toronto FC v New York City FC | L | 4-0 |
| USA MLS | 2019/03/17 19:00 | New York City FC v Los Angeles FC | D | 2-2 |
| USA MLS | 2019/03/10 19:00 | New York City FC v DC United | D | 0-0 |
| USA MLS | 2019/03/02 19:30 | Orlando City SC v New York City FC | D | 2-2 |
| World Club Friendlies | 2019/02/23 01:00 | Nashville SC v New York City FC | W | 0-2 |
Away History
| USA MLS | 2019/04/20 17:00 | Chicago Fire v Colorado Rapids | W | 4-1 |
| USA MLS | 2019/04/13 00:30 | Chicago Fire v Vancouver Whitecaps | D | 1-1 |
| USA MLS | 2019/04/06 19:00 | Toronto FC v Chicago Fire | D | 2-2 |
| USA MLS | 2019/03/30 17:00 | Chicago Fire v New York Red Bulls | W | 1-0 |
| USA MLS | 2019/03/16 17:00 | Chicago Fire v Seattle Sounders | L | 2-4 |
| USA MLS | 2019/03/09 18:00 | Chicago Fire v Orlando City SC | D | 1-1 |
| USA MLS | 2019/03/03 01:00 | LA Galaxy v Chicago Fire | L | 2-1 |
| World Club Friendlies | 2019/02/24 00:30 | Charleston Battery v Chicago Fire | W | 0-1 |