The Miss Kentucky competition is the pageant that selects the representative for the state of Kentucky in the Miss America pageant. Only once has a Miss Kentucky won the Miss America crown, in 1999 when Heather French Henry of Maysville, Kentucky earned the national Miss America 2000 title. Additionally, Venus Ramey, a native of Somerset, Kentucky, was named Miss America of 1944 while competing as Miss Washington, DC. Multiple Miss Kentucky titleholders have gone on to make themselves notable: Chapel Tinius of Bowling Green was crowned Miss Kentucky 2024 on June 15, 2024, at the Southern Kentucky Performing Arts Center in Bowling Green. She will compete for the title of Miss America 2025.

Gallery of past titleholders

Results summary

The following is a visual summary of the past results of Miss Kentucky titleholders at the national Miss America pageants/competitions. The year in parentheses indicates the year of the national competition during which a placement and/or award was garnered, not the year attached to the contestant's state title.

Placements

Awards

Preliminary awards

Non-finalist awards

Other awards

Winners

Declared as winner Ended as a runner-up Ended as a finalist or semi-finalist