[8] Portland Timbers 3-2 Chicago Fire [10] 2019-04-09 15:00
Stadium: Providence Park Round: 1
Referee: Silviu Petrescu Home Manager: Giovanni Savarese Away Manager: Veljko Paunovic
Head to Head
| USA MLS | 2018/03/31 22:00 | Chicago Fire v Portland Timbers | D | 2-2 |
| USA MLS | 2017/07/06 02:30 | Portland Timbers v Chicago Fire | D | 2-2 |
| USA MLS | 2016/05/29 00:30 | Chicago Fire v Portland Timbers | D | 1-1 |
| Club Friendly List | 2016/02/28 01:00 | Portland Timbers v Chicago Fire | L | 0-2 |
| USA MLS | 2015/08/08 03:00 | Portland Timbers v Chicago Fire | W | 1-0 |