Minnesota - 92 medals (also most gold medals - 34)
https://quickcountry.com/how-many-winter-olympic-medals-have-minnesotans-brought-home/New York - 90
Massachusets - 90
Illinois - 45
https://www.myjournalcourier.com/news/article/Illinois-has-more-than-6-of-USA-Winter-Olympic-16806418.phpMichigan - 40
https://www.thrillist.com/news/nation/olympic-medal-count-between-us-states
Colorado - 28 athletes
California - 25
Minnesota - 23
Wisconsin - 14
Illinois and Utah - 13 each
Michigan - 12
Massachsetts - 10
Connecticut, New York, Vermont - 9 each
Source: https://fox4kc.com/sports/which-states-are-sending-the-most-athletes-to-the-winter-olympics/OR
California - 29
Minnesota and Colorado - 23
Source: https://quickcountry.com/minnesota-county-has-amazing-amount-of-olympic-athletes-on-team-usa/
Source: https://www.census.gov/library/stories/2018/02/winter-olympics.html