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Chicago Urban Adventures

  • Work together to solve fun challenges & puzzling clues
  • Guided by clues sent to your phones
  • Explore Chicago's historic landmarks and hidden gems
  • Discover top-rated pubs, bars and cafes
  • Compete for top spot on the Chicago leaderboard
Talk to us about team building options

Next Steps

1. Select your game, pick a trail of your choice and receive your welcome email.
2. Rally your team and enter a team name and phone number(s) into the system.
3. Receive your welcome text, then head to the start location on a day and time of your choice.
4. Text START to receive the first in a series of cryptic directions. Solve the puzzles to unravel your mystery.
5. Discover unique places, the secret and hidden of your city - and great independant pubs/cafes!
Full money back guarantee

Don't have a great time?
Simply let us know why and we'll refund you in full.

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Rated 5/5 on Google
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Rated 5/5 on TripAdvisor

Action-packed Urban Adventure Hunts in Chicago

How the Chicago days out work

Discover Chicago's secret places

Experience Chicago's unique places and share stories in independent pubs & cafes, curated for each Chicago Urban Adventure Hunt.

Fun challenges

Engaging puzzles and captivating stories reveal Chicago in a new light.

Play together or competitively

Work as a team or compete head-to-head to set the fastest time on our Chicago leaderboard.

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

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Chicago Urban Adventure Hunt Reviews

The great things our customers have to say about CityDays Urban Adventure Hunts

Carolines over 50's Club Urban Adventure Hunt

Carolines over 50's Club

Fantastic trail , really enjoyed 10/10

Golden Pineapple Urban Adventure Hunt

Golden Pineapple

Amazing experience. Great ways to show little nooks and crannies you would otherwise miss. Really fun clues. Would full…

MAD MAX Urban Adventure Hunt

MAD MAX

Beautiful experience, group absolutely loved it. Great history and storyline, only thing is that there could’ve been mo…

Candler Clan Urban Adventure Hunt

Candler Clan

Had a fantastic day out! We loved the clues and they were the right level of difficulty for the whole family - age 11+.

The Ginger & the Gay Urban Adventure Hunt

The Ginger & the Gay

David and I had the BEST day exploring York, solving the clues, and had such a wonderful time over the whole day. What…

Mumson Urban Adventure Hunt

Mumson

Had a great day out in London doing the outdoor escape room, I have been round London hundreds of times but found areas…

Shell and Phil Urban Adventure Hunt

Shell and Phil

Brilliant clues and a great way to see the city. We will be looking to see which other cities we can do this in!

The Gunners Urban Adventure Hunt

The Gunners

We had a great few hours following the clues and exploring a part of London. Definitely tested the brain cells! Loved i…

Brains and Whiston Urban Adventure Hunt

Brains and Whiston

Was a intresting and fun filled day 😁. FromBrains & whiston

Special six Urban Adventure Hunt

Special six

A fantastic day out finding new places and spotting things you would normally just walk by! Highly recommend this activ…

Rocky Urban Adventure Hunt

Rocky

Great for getting out and seeing parts of the city you wouldn't other wise see. Plenty of places for food and drink on …

Wiggins and Simpsons Urban Adventure Hunt

Wiggins and Simpsons

Such a great time. We had an amazing afternoon, and enjoyed all the stops along the way!!

Priceless Urban Adventure Hunt

Priceless

Great way to explore London. Even if you live here you will discover hidden gems and lots of fun facts

Rescue Aid Society Urban Adventure Hunt

Rescue Aid Society

Fantastic day out! Wet and windy, but helped us see a city we are familiar with in a whole different light! Great fun!

Kanye Quest Urban Adventure Hunt

Kanye Quest

Very fun to see some areas where we've never been! Good riddles, not too hard but not too easy.

Team PP Urban Adventure Hunt

Team PP

It was fantastic! Really interesting clues and made me see my home town in a new way - looking for our next one!

BBSS Urban Adventure Hunt

BBSS

It was really excellent experience. We saw lots of places we had never seen and enjoyed the challenge of the clues. We …

A and L Urban Adventure Hunt

A and L

We loved the tour! Made us think, tired us out and was great fun! Thank you

Callaghans Urban Adventure Hunt

Callaghans

What an excellent way to explore Bath. We had great fun following the clues and finding all about the city. Brilliant w…

SBM Urban Adventure Hunt

SBM

Was a fantastic day out! Cannot fault it. Got us thinking, was the right level of challenge, and took us to some beauti…

Read all our customer reviews

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