Available distances
About
Halloween Run CHICAGO is held in Chicago, Illinois, on October 25, 2026. Two road distances are on the program, a 5K and a half marathon (13.1 miles), both run on a Halloween theme in the city's urban setting, with the festive atmosphere that comes with that time of year.
The gap between the two options is significant. A 5K can be prepared for in a month, while a half marathon deserves a twelve- to sixteen-week build with a weekly long run climbing toward ten or eleven miles and some running at goal pace. A city half is a reasonable place to chase a personal best, provided you resist the crowd's pace over the opening miles and settle into your own rhythm early.
Highlights
- Halloween
- Big city
- City
- Heritage
- Landmarks
- Park
Prepare for Halloween Run CHICAGO with RunRun
An AI-generated training plan, adjusted every week based on your real sessions. Built around your goal, current level and race date.
- Personalized plan based on your VO2max, history and weekly availability
- Strava and Garmin sync: your sessions are analyzed and the plan adapts
- Target paces, long runs, key sessions: everything is calculated for race day
Races nearby
Other upcoming races around Chicago.
Race to Cure Sarcoma Chicago
Sep 26, 2026 · Chicago · 1 mi away
3.1 mi
New Balance Untamed Relay Presented by Fleet Feet
Oct 9, 2026 · Chicago · 1 mi away
6.2 mi
Bloomingdale Trail 5K
Sep 26, 2026 · Chicago · 2 mi away
3.1 mi · 0.5 mi · 0.3 mi
Miles for Manufacturing 5k and 1 Mile Walk
Sep 16, 2026 · Chicago · 3 mi away
3.1 mi · 1 mi
Timely Nonsense
Sep 12, 2026 · Chicago, IL · 3 mi away
6 h · 12 h
National Chocolate Day: Run for Chocolates 5K/10K/13.1 CHICAGO/EVANSTON
Sep 12, 2026 · Chicago · 3 mi away
13.1 mi · 6.2 mi · 3.1 mi · 1 mi