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

Team Private LRJH
Great team day out. Lots of fun!

Diana & Nath
Absolutely loved it, it was better than I imagined. So much fun and a great way to see the city. The icing on the cake …

The Toomey Two
Fantastic experience, thoroughly enjoyed it and allowed us to see Manchester through new eyes whilst having fun at the …

The Perimenopause Pioneers
We had such a fun day , racing across Manchester , girls vs boys . We were engaged from the moment it started till the …

JVenture
Absolutely fabulous experience! We really enjoyed the whole day. Would highly recommend!

Team Nova
Such A great adventure. Saw places I never knew existed and loved the challenges. Brought us all together!

Ride or Die
Had the best day , got a lot of steps in but was so fun!!

Team Private JJAD
Fabulous day, really fun and informative. Unlocks a whole new side of London

Team Sket
Great day, even in the rain! We enjoyed ourselves and can't wait for the Christmas one

Kicking Kayes
We really enjoyed the experience. Very clever how it all worked and we found bits of history of Manchester we had never…

Wardy 2
Loved this. Make sure you wear comfy shoes. There are breaks so you can have a drink, eat etc so make it a whole day t…

Banks
Really good experience my only issue was that castlefield bowl was closed off for an event today. So ended up adding an…

PartridgeWarren
Our second adventure and they just seem to get better each time!

SJ & Chris-tination Unknown
There was so much fun, laughter, and a good bit of healthy competition (though you can be as chilled or competitive as …

Bee-yond borders
Great day out. The challenges were set at just the right level.Plenty of clock stops along the way to allow us to enjoy…

Bubble Trouble
Fantastic day!

She was in the red zone!
We had a great day out exploring Manchester – even the rain didn’t spoil the fun! The challenges were really well thoug…

Clueless adventurers
We had a brilliant time. Interesting facts, fun following clues and puzzles, saw unexpected sights. Great that it was w…

Mission I'm possibly lost
Loved the challenge - really enjoyed the range of puzzles & it was great to explore the city in this way! Great for the…

Harold & Dorris
We had a fantastic time doing this city walk and would highly recommend it to anyone. We discovered places we have neve…
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



