What is the significance of the race start location?

The race starts at the Old Sheriff's House and Jail, a historic site on the National Register of Historic Places where the infamous gangster John Dillinger famously escaped in 1934.

Are there any perks for participants?

All participants receive a finisher's medal, and those who register by October 25 are guaranteed a race shirt.

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5 weeks out

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All races

5 weeks out

Jail Break 5K

Saturday, November 14, 2026Crown Point, IN5K

Experience a unique blend of fitness and history at the 5K Run/Walk in downtown Crown Point, Indiana. This fall event takes participants on a flat, scenic route along the beautiful, tree-lined Main Street. The course begins right in front of the historic Old Sheriff's House and Jail, famous as the site of John Dillinger's daring 1934 escape. Perfect for both competitive runners and casual walkers, the race offers a welcoming community atmosphere. After crossing the finish line, enjoy the charm of downtown Crown Point and explore its variety of local restaurants. It is a fantastic opportunity to combine a morning run with a visit to one of Indiana's most storied landmarks.