Chicago Urban Adventures
Urban adventures that bring Chicago's secrets 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
Hunt clips...
How it works
- Choose your adventure and invite a team of 2-8 players, get competitive with multiple teams!
- Solve a trail of clues that reveal your path, sent to your phones as you hunt across the city.
- Pause at built-in break points to grab food and drinks on the way, all optional recommendations!
Don't have a great time?
Simply let us know why and we'll refund you in full.
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
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.
- Coming soon, get notified
Magnificent Mile
A magnificent mile at the heart of Chicago… more
change the date, time, number of people or game.
Chicago Reviews
The great things you say about CityDays Urban Adventure Hunts
Mennie Minds
What a brilliant experience. The trail takes you through bits of central London you'd miss normally. Lots of landmarks …
Jules and Looby
We had such a brilliant in Sheffield. The trail took us to places we didn't know and taught us new things about places …
Comfortably Dumb
Another great adventure around Soho this time. Lots of interesting historical facts and challenging clues.
Behave !
Absolutely brilliant. We had a great time
Heaths
Excellent route, lots of interesting facts - a great afternoon all round!
61
Did this walk as a post birthday get together for my husband with our sons & fiancé a really great way to relax togethe…
TeamGriff
Amazing day! The clues were fun but challenging, and the route was perfect for sightseeing and lots of food and drink s…
Comfortably Dumb
Yet another excellent adventure seeing sides of London we wouldn’t have seen without City Days. Loved the glorious spri…
Team Pawsage
Thoroughly enjoyed this trip around a part of London I’d never visited, despite living here all my life. Great afternoon
Clarkey&chaos
We had a great day on our adventure trail and Gizmo particularly enjoyed being part of the photos
Brett-McStays
A scenic part of London to explore, with some big hills!
The Mulberry Mischief Society
Great experience! It was really fun, well planned and just the right amount of a challenge. Can’t wait to try out more!
Sussex Wanderers
Such a great and fun way to get around London! Took us down paths we didn't know existed, and learned more about the ci…
Solesteppers 24
Such a fun day saw lots of places we had never seen really enjoyed the team work to find the answers highly reccomend …
Mr B and his Princess
This was the best surprise birthday present. We had to find out way on one of the clues as some builders hoardings made…
H & I Team
What a great experience! My partner is Australian but we still learnt lots of facts we didn’t already know, we had a gr…
Dyk
Fantastic day!!! Strong recommendation!
ADaPT
A really fun evening
Charlotte & Laura
So fun - a great interactive way to explore the city!
Tara and Tim
Had a great time seeing the city and using our brain power to figure out the answers to each clue. We certainly saw pla…
Ready to see lots of smiling faces? Read all our customer reviews
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
