2026 Walk & Roll Chicago 2026 — Chicago, IL
The 2026 Walk & Roll Chicago takes place on May 30 in Chicago and offers 5K and 10K distances, with entry fees ranging from free to $45. The event starts at 7:30 AM from 200 E. Balbo Drive and welcomes runners, walkers, cyclists, and skaters. This multi-sport format means you'll share the course with participants using different modes of travel, so be prepared for mixed traffic. Whether you're running, walking, cycling, or skating, the early start gives you a full day after the event wraps up. With flexible pricing options, you can choose an entry level that works for your budget.
Hotels Near This Race
Find accommodation close to the start line in Chicago, IL. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
2026 Walk & Roll Chicago 2026 — Chicago, IL
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Race Travel Insurance
Don't forget travel insurance for May 30.
You've trained for months and booked a trip to Chicago, IL. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.
- Trip cancellation up to 100% of prepaid costs
- Running events covered under standard plans — no add-ons needed
- Trip interruption up to 150% of non-refundable costs
- Emergency medical up to $250,000
- Cancel For Any Reason add-on available
- 24/7 real-time support
Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.
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Frequently Asked Questions
When is 2026 Walk & Roll Chicago 2026 — Chicago, IL?
2026 Walk & Roll Chicago 2026 — Chicago, IL takes place on May 30, 2026. The race is held in Chicago, Illinois.
Where is 2026 Walk & Roll Chicago 2026 — Chicago, IL held?
2026 Walk & Roll Chicago 2026 — Chicago, IL is held at 200 E. Balbo Drive in Chicago, Illinois.
Where can I find hotels near 2026 Walk & Roll Chicago 2026 — Chicago, IL?
RaceHotelFinder shows hotels sorted by distance from the race venue in Chicago. Use the map or list view on this page to compare options and book race weekend accommodation.