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| 1 MLS Cup championship season: 2015 |
| Last MLS Cup championship: 2015, 3 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 |