[4] Houston Dynamo 1-1 Portland Timbers [10] 2019-05-16 00:30
Stadium: Shell Energy Stadium Round: 1
Referee: Ted Unkel Home Manager: Wilmer Cabrera Away Manager: Giovanni Savarese
Head to Head
| USA MLS | 2018/09/16 00:30 | Houston Dynamo v Portland Timbers | W | 4-1 |
| USA MLS | 2018/07/29 03:00 | Portland Timbers v Houston Dynamo | L | 2-1 |
| World Club Friendlies | 2018/02/14 21:00 | Portland Timbers v Houston Dynamo | D | 1-1 |
| USA MLS Play-Offs | 2017/11/06 00:30 | Portland Timbers v Houston Dynamo | W | 1-2 |
| USA MLS Play-Offs | 2017/10/31 01:30 | Houston Dynamo v Portland Timbers | D | 0-0 |
| USA MLS | 2017/07/30 00:00 | Houston Dynamo v Portland Timbers | D | 2-2 |
| USA MLS | 2017/03/19 02:30 | Portland Timbers v Houston Dynamo | L | 4-2 |
| USA MLS | 2016/09/25 01:00 | Houston Dynamo v Portland Timbers | W | 3-1 |
| USA MLS | 2016/06/26 22:00 | Portland Timbers v Houston Dynamo | L | 3-2 |
| Club Friendly List | 2016/02/04 01:00 | Portland Timbers v Houston Dynamo | D | 1-1 |
| USA MLS | 2015/08/22 03:00 | Portland Timbers v Houston Dynamo | D | 2-2 |
| USA MLS | 2015/06/21 02:30 | Portland Timbers v Houston Dynamo | L | 2-0 |
| USA MLS | 2015/05/17 00:30 | Houston Dynamo v Portland Timbers | W | 3-1 |