Founded in 2000, the team played in USL League Two, the fourth tier of the United States soccer pyramid from 2000 to 2024.

[5] In 2008, the Chill became the first Canadian club to win the PDL National Championship, after the defeated the Laredo Heat in penalty kicks in the final.

[6][7] In 2009, the four Ontario-based PDL teams (Forest City London, Toronto Lynx, Ottawa Fury, and the Chill) created a pre-season round robin tournament called the Victoria Challenge Cup,[8] with the Chill emerging as champions, after winning all three of their matches.

[citation needed] From 2007 to 2013, they won the Heartland Division six times in seven seasons (finishing 2nd in 2009),[9] and qualified for the playoffs ten times in an eleven-year span from 2007 through 2017 (missing only in 2014),[10] as part of a dominant stretch in their history which included a five-year period, where they did not suffer a home loss until 2014.

[12] They finished as Central Conference Champions five time over this period, earning them trips to the playoffs Final Four.