Medio Tiempo: 1-1
| h2h | 2022-03-07 | Los Angeles FC |  | 1-1 |  | Portland Timbers | Grp.West | |||
| h2h | 2021-04-25 | Portland Timbers | | 2-1 |  | Houston Dynamo | Grp.West | |||
| h2h | 2020-10-23 | Seattle Sounders |  | 1-1 | | Portland Timbers | Grp.Eastern | |||
| h2h | 2020-09-07 | Seattle Sounders | | 1-2 | | Portland Timbers | Grp.Western | |||
| h2h | 2020-08-30 | Portland Timbers | | 4-4 |  | Real Salt Lake | Grp.Western | |||
| h2h | 2020-08-12 | Portland Timbers | | 2-1 |  | Orlando City | F | |||
| h2h | 2020-07-19 | Portland Timbers | | 2-1 | | Houston Dynamo | Grp.F | |||
| h2h | 2020-03-02 | Portland Timbers | | 1-3 |  | Minnesota United | Grp.Western | |||
| h2h | 2019-10-20 | Real Salt Lake | | 2-1 | | Portland Timbers | POff | |||
| h2h | 2019-08-08 | Minnesota United | | 2-1 | | Portland Timbers | SF |
| h2h | 2021-05-29 | NY Red Bulls |  | 2-1 | | Orlando City | Grp.East | |||
| h2h | 2020-09-13 | Orlando City | | 2-1 |  | Inter Miami CF | Grp.Eastern | |||
| h2h | 2020-08-12 | Portland Timbers | | 2-1 | | Orlando City | F | |||
| h2h | 2018-10-28 | NY Red Bulls | | 1-0 | | Orlando City | Grp.East | |||
| h2h | 2018-08-25 | Orlando City | | 1-2 |  | Atlanta United | Grp.East | |||
| h2h | 2018-04-22 | Orlando City | | 3-2 |  | SJ Earthquakes | Grp.West | |||
| h2h | 2017-06-22 | Seattle Sounders | | 1-1 | | Orlando City | Grp.West | |||
| h2h | 2017-04-09 | Orlando City | | 1-0 | | NY Red Bulls | Grp.East |
