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| 1 MLS Cup championship season: 2015 |
| Last MLS Cup championship: 2015, 11 seasons ago |
| Best finish: |
| beat Columbus in MLS Cup Finals in 2015 |
| TEAM | SEASON | RECORD | PTS | DIV STAND | PLAYOFFS |
| Portland | 2011 | 11-14-9 | 42 pts | 6th West Conf | missed playoffs |
| Portland | 2012 | 8-16-10 | 34 pts | 8th West Conf | missed playoffs |
| Portland | 2013 | 14-5-15 | 57 pts | 1st West Conf | bye WSea LRSL |
| Portland | 2014 | 12-9-13 | 49 pts | 6th West Conf | missed playoffs |
| %Portland | 2015 | 15-11-8 | 53 pts | 3rd West Conf | WKC WVan WDal WCbs |
| Portland | 2016 | 12-14-8 | 44 pts | 7th West Conf | missed playoffs |
| Portland | 2017 | 15-11-8 | 53 pts | 1st West Conf | bye LHou |
| Portland | 2018 | 15-10-9 | 54 pts | 5th West Conf | WDal WSea WKC LAtl |
| Portland | 2019 | 14-13-7 | 49 pts | 6th West Conf | LRSL |
| Portland | 2020 | 11-6-6 | 39 pts | 3rd West Conf | LDal |
| Portland | 2021 | 17-13-4 | 55 pts | 4th West Conf | WMin WCol WRSL LNYF |
| Portland | 2022 | 11-10-13 | 46 pts | 8th West Conf | missed playoffs |
| Portland | 2023 | 11-13-10 | 43 pts | 10th West Conf | missed playoffs |
| Portland | 2024 | 12-11-11 | 47 pts | 9th West Conf | LVan |
| Portland | 2025 | 11-12-11 | 44 pts | 8th West Conf | WRSL LSD |