[3] Toronto FC 2-2 Chicago Fire [9] 2019-04-06 19:00
Stadium: BMO Field Round: 1
Referee: Armando Villarreal Home Manager: Greg Vanney Away Manager: Veljko Paunovic
Head to Head
| USA MLS | 2018/07/28 23:00 | Toronto FC v Chicago Fire | W | 3-0 |
| USA MLS | 2018/07/21 23:00 | Chicago Fire v Toronto FC | W | 1-2 |
| USA MLS | 2018/04/28 19:00 | Toronto FC v Chicago Fire | D | 2-2 |
| USA MLS | 2017/08/20 00:00 | Chicago Fire v Toronto FC | W | 1-3 |
| USA MLS | 2017/04/21 23:30 | Toronto FC v Chicago Fire | W | 3-1 |
| World Club Friendlies | 2017/02/25 20:00 | Toronto FC v Chicago Fire | L | 1-4 |
| USA MLS | 2016/10/23 20:00 | Toronto FC v Chicago Fire | W | 3-2 |
| USA MLS | 2016/09/11 00:30 | Chicago Fire v Toronto FC | W | 1-2 |
Home History
| USA MLS | 2019/03/30 00:00 | Toronto FC v New York City FC | W | 4-0 |
| USA MLS | 2019/03/17 23:30 | Toronto FC v New England Revolution | W | 3-2 |
| USA MLS | 2019/03/02 18:00 | Philadelphia Union v Toronto FC | W | 1-3 |
| CONCACAF Champions Cup | 2019/02/27 01:00 | Toronto FC v CA Independiente de la Chorrera | D | 1-1 |
| CONCACAF Champions Cup | 2019/02/20 01:00 | CA Independiente de la Chorrera v Toronto FC | L | 4-0 |
| World Club Friendlies | 2019/02/10 03:38 | LA Galaxy v Toronto FC | D | 1-1 |
| Europe Friendlies | 2019/01/27 20:30 | Los Angeles FC v Toronto FC | L | 3-1 |
| USA MLS | 2018/10/28 20:30 | Toronto FC v Atlanta United | W | 4-1 |
Away History
| 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 |
| World Club Friendlies | 2019/02/21 00:30 | FC Cincinnati v Chicago Fire | D | 1-1 |
| World Club Friendlies | 2019/02/16 22:00 | Columbus Crew v Chicago Fire | D | 1-1 |
| World Club Friendlies | 2019/02/06 10:00 | Fuenlabrada v Chicago Fire | W | 0-1 |