OUTLAST Chicago starts at 7:00 AM on May 2, 2026, so plan your arrival the night before if you're traveling from out of state. This 18-mile trail running event takes place in Palatine, Illinois at 1599 Pepper Tree Drive. Entry fees range from $90 to $120. Trail running demands different preparation than road racing, so scout the venue beforehand if possible and confirm what terrain and elevation changes to expect. An early start means an early meal and final gear check. Given the distance, pacing strategy and hydration management will be critical. Book accommodations within 20-30 minutes of the venue to keep your pre-race routine manageable and allow buffer time for traffic or parking.
From the Race Organizer
What Is OUTLAST? OUTLAST is a 6-hour trail endurance challenge where runners complete a 5K every hour, on the hour. Each lap must be finished within the hour to stay in the event. If you finish early, you rest until the next round. Miss a lap, and you’re out. Complete all six rounds, and you OUTLAST. This isn't just about speed — it's about pacing, discipline, and mental grit. Whether you're trying to survive all six or win your division, the challenge is the same: show up each hour, push your limits, and stay in it. Each course is trail-based, with natural terrain, elevation, and unpredictable conditions. You’ll have time between rounds to recover, refuel, and refocus — but not much. What You Earn: 4 laps = “Grit Earned” patch 5 laps = “Survivor” patch 6 laps = Premium “OUTLAST” medal All participants receive a premium OUTLAST Tee. Top male and female with the fastest combined 5K times at each event win the 1st Place OUTLAST award. Finishers are ranked on the national leaderboard—and the fastest runner across all OUTLAST 6-hour events (including the Championship) will be crowned National Champion and take home a cash prize of $1,000. The top 5 Male and Female 6-hour champions from each city will earn a spot in the Outlast Championship in DFW December 4 2027, where they’ll compete against the best of the best at the end of the Tour, and the 1st-3rd place male and female winners of the Championship take home a cash prize, listed below. (This is separate from the national leaderboard prize money.) 1st place = $1,200 2nd place = $800 3rd place = $500 Frequently Asked Questions: Do I have to run all 6 laps? Nope. Run as many as you can. If you complete 4 or 5, you'll still earn a patch. Only those who finish all 6 get the OUTLAST medal and leaderboard ranking. What happens if I don’t finish a lap in time? You're out. The next lap starts at the top of the next hour, and only those who completed the last lap on time can continue. How is the race timed? Each 5K is timed individually. If you complete all 6, your combined time counts toward the local win and national leaderboard. Are these trail races or road? Every OUTLAST race is on trail terrain — dirt, rocks, roots, and elevation. Sometimes some pavement and gravel. Can I walk? Yes, as long as you finish the 5K within the hour. But some courses are rugged, and time can sneak up on you. Are there aid stations? Yes. There will be water, basic hydration, and snacks at the basecamp/loop start. This is a cupless event — bring your own bottle or hydration system. What should I bring? Trail shoes, hydration system, layers (weather dependent), fuel between laps, and grit. Can I setup a tent? Absolutely, bring your own aid station/tent setup. Is OUTLAST for beginners? Yes — if you're mentally tough. You don’t need to be fast, just consistent and ready to suffer a little. How do I win? If you finish all 6 laps and have the fastest combined time, you win your division (male/female). Winners are also added to the national leaderboard for a shot at the $1,000 national prize & title.
Course & Travel Notes
OUTLAST CHICAGO takes place in Palatine, Illinois on October 24, 2026, with an 8:00 AM start time, so you'll want to arrive early since sunrise isn't until 7:15 AM. The venue sits at 774 feet elevation, which is pretty manageable for most runners. Chicago Executive Airport is just 7.5 miles away, making it a convenient option for flying in. Pack layers since late October weather in this area typically ranges from the low 40s to high 60s, and there's about a one-in-three chance of rain that day, so don't forget a rain jacket just in case.
⛰️ 774 ft elevation☀️ Typically 60°F / 42°F · 36% chance of rain✈️ Chicago Executive Airport (PWK) — 7.5 mi
Hotels Near This Race
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Race Travel Insurance
Don't forget travel insurance for October 24.
You've trained for months and booked a trip to Palatine, 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
OUTLAST CHICAGO 2026 — Palatine, IL takes place on October 24, 2026. The race is held in Palatine, Illinois.
Where is OUTLAST CHICAGO 2026 — Palatine, IL held?
OUTLAST CHICAGO 2026 — Palatine, IL is held at 1599 Pepper Tree Dr in Palatine, Illinois.
Where can I find hotels near OUTLAST CHICAGO 2026 — Palatine, IL?
RaceHotelFinder shows hotels sorted by distance from the race venue in Palatine. Use the map or list view on this page to compare options and book race weekend accommodation.