2014 - Inaugural Pageant
The very first Miss Chain of Lakes pageant was held in February 1, 2014. It culminated with the crowning of Grace Christenson who went on to place in the Top 11 at Miss Minnesota!
Grace held the first charm on the Miss Chain of Lakes Bracelet.
2015 - First Outstanding Teen
Year 2015 Chain of Lakes' representatives were crowned on December 13, 2014 in a Christmas themed pageant. Miss Chain of Lakes 2015, Chelsea Swiggum, earned a Top 11 spot and won the Spirit Award at Miss Minnesota. Miss Chain of Lakes' first Outstanding Teen, Rachel Weyandt, went on to win the title of Miss Minnesota's Outstanding Teen.
2016 - Year 3
On October 3, 2015, Courtney Igbo-Ogbonna was crowned Miss Chain of Lakes 2016; and Jessica Sherlock was crowned Miss Chain of Lakes' Outstanding Teen.
2017 - Year 4
Alexandra Koes was crowned Miss Chain of Lakes 2017 on August 20, 2016. Her Outstanding Teen, Eden Webb, was named Miss Chain of Lakes' Outstanding Teen on February 18, 2017. Eden achieved 1st Runner Up at the 2017 state pageant then went on the next year to win the state title.
2018 - Year 5
A six crown pageant was held on January 6, 2018. Along with Miss Chain of Lakes titles, two more Miss and Teen pairs were crowned so that the Southwest and Central Minnesota titles could have representatives at state. Chain of Lakes was represented by Miss Maren Anderson and Teen Breanna Stoesz. Breanna placed in the Top 10 at the state pageant.