Jail Break 5K
- Date
- November 14, 2026
- Distance
- 5K Run/Walk
From the Organizer
5K Run/Walk in Downtown Crown Point
Join Race the Region and the Old Sheriff's House Foundation for a fun and exciting 5K run/walk through the heart of Crown Point, Indiana. This fall event offers participants a chance to experience a flat, scenic route along beautiful, tree-lined Main Street, perfect for both competitive runners and casual walkers alike.
Race Details:
Date: Saturday, November 14, 2026 at 8:30 a.m.
Location: Downtown Crown Point, Indiana
Course: The 5K route begins in front of the historic Old Sheriff's House and Jail, a site listed on the National Register of Historic Places.
The Old Sheriff's House and Jail was once considered one of Indiana's finest and most secure jails. However, on March 3, 1934, the infamous gangster John Dillinger made a daring escape from this very jail, defying its reputation as "escape-proof."
Participant Perks:
Race Shirts: Available for participants who register by October 25 (limited quantities available after this date).
Finisher's Medal: All participants will receive a finisher’s medal to commemorate their race.
This event promises a fun-filled day of fitness, history, and community spirit. Whether you're a seasoned runner or just looking for a family-friendly activity, this race has something for everyone! After crossing the finish line, make sure to take some time to explore downtown Crown Point. The area is known for its charming atmosphere and boasts a variety of well-known local restaurants, perfect for a post-race meal or a relaxing afternoon with friends and family. Don’t miss the opportunity to enjoy the best of Crown Point's hospitality!
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
50°
Typical Low
31°
Chance of Rain
36%
Based on US Climate Normals data from Lowell, 11 mi from the venue.
Host City
About Crown Point, IN
Population
34,042
as of 2023
Elevation
717 ft
Nearest Airport
GYY
Gary/Chicago International Airport · 14 mi
Major Hub
MDW
Chicago Midway International Airport · 32 mi
Time Zone
Central Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Jail Break 5K, put it on the calendar, and turn “someday” into a start date.
159
Days to train
- Race
- Jail Break 5K
- Date
- November 14, 2026
Coming Up
More Running races near Crown Point, IN
Hometown Nite Ride
Less than a mile away
Corn Dog Dash 5K
5K
Less than a mile away
Fly the Flag 5K/2K
5K
Less than a mile away
Run for the Dogs 5k - Crown Point
5K
Less than a mile away
From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
- What is the Jail Break 5K?
- Jail Break 5K is a running race held in Crown Point, Indiana on November 14, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
- When and where is the Jail Break 5K?
- Saturday, November 14, 2026 in Crown Point, Indiana at 226 South Main Street, Crown Point, IN. Check the event page for exact start times and wave schedules.
- How do I register for the Jail Break 5K?
- Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.
Jail Break 5K
Nov 14, 2026