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| Portland Timbers |
 |
2 | : | 1 |
 |
Orlando City SC | |
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| 2022 • Mar 27 • 22:00 |  |
MLS 2022 | Round #5 | Portland Timbers |
|
- |
|
Orlando City SC | 1 | : | 1 | |
| 2020 • Aug 12 • 02:30 |  |
MLS 2020 | Final | Portland Timbers |
|
- |
|
Orlando City SC | 2 | : | 1 | |
| 2019 • Jul 19 • 04:00 | |
MLS 2019 | Round #19 | Portland Timbers |
|
- |
|
Orlando City SC | 1 | : | 1 | |
| 2018 • Apr 08 • 22:00 | |
MLS 2018 | Round #6 | Orlando City SC |
|
- |
|
Portland Timbers | 3 | : | 2 | |
| 2017 • Sep 25 • 02:00 | |
MLS 2017 | Round #28 | Portland Timbers |
|
- |
|
Orlando City SC | 3 | : | 0 | |
| 2016 • Apr 04 • 02:00 | |
MLS 2016 | Round #4 | Orlando City SC |
|
- |
|
Portland Timbers | 4 | : | 1 | |
| 2015 • Apr 12 • 23:00 | |
MLS 2015 | Round #6 | Portland Timbers |
|
- |
|
Orlando City SC | 0 | : | 2 | |
| 7 Matches | ||||||||||||
| Kick-off time changed | |||
| time before change | time after change | Changed by | Changed when |
| 2020-10-30 00:00 | 2020-08-11 00:00 | Klaus | 2020-07-02 13:42:17 |
| 2020-08-11 00:00 | 2020-08-12 02:00 | Darren | 2020-07-22 17:04:23 |
| 2020-08-12 02:00 | 2020-08-12 02:30 | Klaus | 2020-08-09 15:08:45 |