Chicago Urban Adventures
Urban adventures bringing the secrets of Chicago to life.
- Work together to solve fun challenges & puzzling clues Perfectly balanced & location-based.
- Guided by clues sent to your phones Messages sent to you and your team's phones.
- Explore Chicago's historic landmarks and hidden gems Our speciality, discovering and showing off amazing places!
- Discover top-rated pubs, bars and cafes - all optional Optional breaks to catch a rest along the way.
- Compete Set the fastest time and see you ranking on your end certificate. for top spot on the Chicago leaderboard
Don't have a great time?
Simply let us know why and we'll refund you in full.
Next Steps
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- 1. Select your game, pick a trail of your choice and receive your welcome email.
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- 2. Rally your team and enter a team name and phone number(s) into the system.
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- 3. Receive your welcome text, then head to the start location on a day and time of your choice.
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- 4. Text START to receive the first in a series of cryptic directions. Solve the puzzles to unravel your mystery.
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- 5. Discover unique places, the secret and hidden of your city - and great independant pubs/cafes!
Gift an Experience
Choose from over 125 top-rated experiences across 40 cities, or choose a gift balance for ultimate flexibility. We're happy to switch should your recipient wish to change!
Chicago Experiences
Each trail takes place in a different area of the city - click each tile to learn more!
Lost in the Loop
Architectural giants and secret treasures of the North Loop… more
- Coming soon, get notified
Magnificent Mile
A magnificent mile at the heart of Chicago… more
change the date, time, number of people or game.
- Coming soon, get notified
Chicago Chinatown Hunt
A hunt to hit all the senses… more
change the date, time, number of people or game.
- Coming soon, get notified
Chicago Old Town
Hunt back in time at the 'Cabbage patch'… more
change the date, time, number of people or game.
Action-packed Urban Adventure Hunts in Chicago
How the Chicago days out work
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Discover Chicago's secret places
- Experience Chicago's unique places and share stories in independent pubs & cafes, curated for each Chicago Urban Adventure Hunt.
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Fun challenges
- Engaging puzzles and captivating stories reveal Chicago in a new light.
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Play together or competitively
- Work as a team or compete head-to-head to set the fastest time on our Chicago leaderboard.
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Fully flexible bookings
- Alter your booking freely; change the date, time, number of people or chosen Chicago Urban Adventure Hunt. Even stop and start once you've begun.
Fun activity for all groups
Chicago Urban Adventure Hunt Reviews
The great things you say about CityDays Urban Adventure Hunts
The Jordans
Brilliant day, so much fun seeing different London sites.
Magnificent McKays
Brilliant day, well planned. Lots of fun exploring secret London!
HJC
Loved the race across the world. We would definitely do another one if you did a different course
Team Ferrari
Brilliant
The Brattz
Amazing, brilliant day out for the family. As family we are big fans of the show and couldn’t wait to do the experience…
Londers Lost in London
Fantastic! Really well done. We both had a great day out, really enjoyed the riddles and puzzles and got to see lots of…
Checkpoint Chasers
Great experience! Lots and twists and turns. Saw some great sites and lots of monuments that we’ve never seen before! W…
Scorchio!
Fab day out, would recommend booking in advance as we had some technical issues on the day (Saturday) but they were re…
Bam
Having done a fair few city days, and loving Race Across the World - we weren't quite sure what to expect, but the team…
Under the Arches
Brilliant day out. Cannot rate it highly enough. Lots of things to see and challenges are great.
We’re Not Lost
Amazing Day doing Race Across London - enjoyed every step we did - the stops at Pubs were really nice places to have a …
Loïc's Angels
Awesome experience re discovering London. Highly recommend
Old Friends
Great day put, good mix of clues, some harder than others. Great way to see hidden parts of the city not seen before.
Missss-tique
Wonderful day wandering around parts of London. Great clues and puzzles. Highly recommend!
CRUMBL
Great day! Super fun!
TJM Allstars
Really loved the experience. It was a good mixture of history, facts, challenges. Would recommend to all Race Across Th…
Team Holwood
An excellent adventure, challenging and fun. A great opportunity to see things in London I haven’t seen before.
Rocco’s Birthday Crew
Amazing challenge we all loved it. So well organised
O’Neill
Fabulous day! It was so fun and the right mixture of difficult and entertaining!
PM
Great fun! Can’t wait to do more trails!
Ready to see lots of smiling faces? Read all our customer reviews
