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Chicago Scavenger & Treasure Hunts

  • 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 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
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 TripAdvisor

Action-packed Scavenger & Treasure 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 Scavenger/Treasure 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 Scavenger/Treasure Hunt. Even stop and start once you've begun.

Fun activity for all groups

Corporate Treasure Hunts
Work together with friends & family
corporate treasure hunts
Relaxed Chicago date treasure hunts
Corporate Treasure Hunts
Chicago competitive team building treasure hunts
corporate treasure hunts
Fun-filled Chicago hen-do treasure hunts

Chicago Scavenger/Treasure Hunt Reviews

The great things our customers have to say about CityDays Scavenger & Treasure Hunts

Penny Dreadfuls Scavenger/Treasure Hunt

Penny Dreadfuls

Mum and I LOVED our time out in York, exploring bits we don't think we'd have noticed without CityDays guiding us there…

Jenny Scavenger/Treasure Hunt


We did like the quest very much! The interface was easy to use and was helpful.My wife really loved the dog fountain an…

DJ's Scavenger/Treasure Hunt


Fab way to get to know the city better. Clues were easy to follow whilst making you take in things you've never noticed…

Big Three O Scavenger/Treasure Hunt

Big Three O

We had a great afternoon. The clues were enough of a challenge to make it fun- but not too hard! We loved the walk and …

Tabitha Peat Scavenger/Treasure Hunt

Tabitha Peat

Great experience. Had way more fun than I was expecting and got quite competitive!

JerseySpuds Scavenger/Treasure Hunt


Really good clues and learnt new things so it parts of London. Great fun!!

cheeky buggas Scavenger/Treasure Hunt

cheeky buggas

It’s soooo fun

Sanlo Scavenger/Treasure Hunt


We had a great day in Brighton! We have been there before but did not know such incredible streets and little squares e…

Margaretta Pirates Scavenger/Treasure Hunt

Margaretta Pirates

Honestly, I did not know what to expect from this experience. I booked it as a mystery day to surprise my mom and siste…

Team McReady Scavenger/Treasure Hunt

Team McReady

A great day out with clues that were not too easy and not too difficult. Would recommend!

Muppets Scavenger/Treasure Hunt


Just the right amount of information when clues are solved. Stops are important. How about some images with the trivi…

Odyssey Scavenger/Treasure Hunt


We had a brilliant day together, great fun as a group, and even the seasoned Londoners saw sights they'd never seen bef…

The Shaws Scavenger/Treasure Hunt

The Shaws

Great day out for a family of 4 (22 and 17yr old) we all thoroughly enjoyed it, Greenwich is stunning thank you

Bros from other hoes Scavenger/Treasure Hunt

Bros from other hoes

We booked Clause & Effect for our family when they were visiting from the South West and had the best time (and scran!)…

S'us Scavenger/Treasure Hunt


Wonderful fun! Trail was well thought out and just difficult enough to give our brains a work out as well as our legs.

Willow Scavenger/Treasure Hunt


Amazing day out. We’ve done both the Leeds walks now and both were brilliant. Planning on York next!

Cirque du Sore Legs Scavenger/Treasure Hunt

Cirque du Sore Legs

Loved this!!!!! Super fun! We will be doing this again

Ailbhe & Anne Scavenger/Treasure Hunt

Ailbhe & Anne

So much fun, challenging in the best way and opens your eyes to such an interesting side of the city!

Veronica Hein Scavenger/Treasure Hunt

Veronica Hein

So fun! Loved it.

Bowen Weather-Banton Scavenger/Treasure Hunt

Bowen Weather-Banton

Loved the walk, especially the view from the Observatory:) will definitely be coming back to Greenwich now

Read all our customer reviews

Ready? Book your Scavenger/Treasure Hunt today

Your Chicago Scavenger Hunt: Transform Chicago Into a Living Treasure Chest


Your urban odyssey starts here…

This is your chance to transform Chicago into a playground with a CityDays scavenger hunt! 

Make your way around Chicago taking in secret sights, landmarks, and monuments while collecting odd pieces of trivia as you go. Solve puzzles, answer riddles and sniff out clues, all while soaking in the city’s history and having a lot of fun.

Unleash your creative and curious mind as you delve into a scavenger hunt in Chicago that takes you beyond the obvious and into the unnoticed with CityDays!

Chicago Scavenger Hunt IL: The Ideal Bachelor, Bachelorette, Birthday or Corporate Team-Building Activity in Chicago


Want to wow your bridal party with a bachelorette party scavenger hunt in Chicago? Or are you looking for a new way to celebrate the holiday season?

Whatever your big plans are, we have a Chicago scavenger hunt that will surprise and delight you and your guests. 

People young and old have enjoyed our trails over the past six years all over the world, and we’re proud to say that our numbers are still growing in size. Kids, adults, friends, families and coworkers have allowed us to uncover their city for them. 

Now it’s your turn! 

Team-Building Scavenger Hunts in Chicago


Throw away the corporate rulebook for team-building activities and unleash your coworkers on their city! 

Our team-building scavenger hunts in Chicago have been designed to boost your team bonds, heat up their competitive sides and teach them a thing or two about their own backyards. 

Pick from either a premade route or have a bespoke trail made especially for your business. 

Need to start or finish at a particular venue? No problem! 

Want to throw in a surprise along the way? Just let us know what your requirements are. 

We love challenges!

The Best Urban Scavenger Hunt in Chicago


Get to know Chicago like it’s never been done before by turning the city into a real, live action board game. 

Move around the landmarks, weave between historical monuments and collect facts as you go. 

No tour guide, no waiting around, no hassle. That’s part of what makes CityDays’ Chicago treasure hunts the best in the city. 

Our Chicago self-guided scavenger hunts are decided to let you take charge.

This means that you can walk at your own pace, take breaks whenever it’s convenient for you, and play with whoever you want! 

All you need is a smartphone, comfortable walking shoes and a great bunch of people. 

Here’s how it works

Sustainability and Environmental Impact

Our business relies on appreciating the beauty and intrigue of urban environments, so the last thing we want to do is leave trash lying around.

We don’t support littering, so we haven’t left any physical objects anywhere for you to find. Instead, we’ve made use of existing buildings, curious city quirks, sculptures, pieces of street art and even street furniture as clues.

The only stuff you’ll leave our Chicago scavenger hunts with are fond memories, plenty of knowledge and potentially a place at the top of our leaderboard. 

Oh, and plenty of photos too - don’t forget to send them in to us, we love seeing them and we might even reward you for your efforts…

Available Trails and Chicago Treasure Hunts

Interested in finding out more about the kinds of self-guided treasure hunts in Chicago we provide? Here’s where you get a tiny sneak peek into where you can find your next adventure…


Lost in The Loop

Dive into the architectural splendor and artistic allure of Chicago's North Loop with a puzzle-filled adventure that melds the excitement of an escape room with the discovery of a walking tour. 

Ideal for groups of friends, families, or colleagues, this game takes you through the area's historic highlights and lesser-known spots, enlivened with challenges, puzzles, and intriguing facts.

Explore how Chicago evolved from a simple farm to a bustling city housing one of Picasso's most unusual sculptures. Key sights include the Tribune Tower, Plaza of the Americas, Herald Square, the city's oldest skyscraper, and a location rumored to have housed a speakeasy owned by Al Capone.

With a mix of puzzles, challenges, stops at excellent pubs and cafes, and unexpected discoveries, this interactive exploration of the North Loop is a fantastic way for both locals and newcomers to uncover the strange and hidden secrets of Chicago, right in plain sight.

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