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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

RuddRobins Scavenger/Treasure Hunt


Wonderful way to explore, Nottingham next!

Mayo for Sam Scavenger/Treasure Hunt

Mayo for Sam

Great afternoon of puzzles and fun.Everyone enjoyed and even those of us who know London still discovered new things & …

You got snacks? Scavenger/Treasure Hunt

You got snacks?

This is the second one of these we have done, we love them. Great day out and takes you places you've not been before. …

Bubbles Scavenger/Treasure Hunt


We had a great time. Got stuck on one clue when it said look right not left, but worked it out in the end. We took a fe…

Definitely Maybe Scavenger/Treasure Hunt

Definitely Maybe

Excellent experience. Really quick messaging and challenging but fun clues

Dally101 Scavenger/Treasure Hunt


Myself and my partner really enjoyed this activity. I'm from Scotland and he is from outer London and both found it a g…

Team London birthdays Scavenger/Treasure Hunt

Team London birthdays

We had a really great time! Really made my birthday!

TJT Scavenger/Treasure Hunt


Such a unique and fun experience! It really allows you to see parts of the city that you wouldn’t necessarily visit! In…

Ru and Coel Scavenger/Treasure Hunt

Ru and Coel

It was amazing getting to tour all the little details of Sydney while having an underlying story and puzzles to solve! …

Princess Squeak & the Silly Goose Scavenger/Treasure Hunt

Princess Squeak & the Silly Goose

Such good fun, clever clues, and the trail took us to see parts of York we have never seen before! Loved it!

The Band on Tour Scavenger/Treasure Hunt

The Band on Tour

A really fun day out. Got to see lots of the city and learn some interesting facts too!

Blakemores on Tour Scavenger/Treasure Hunt

Blakemores on Tour

Excellent way to see the city

Joe’s adventure squad Scavenger/Treasure Hunt

Joe’s adventure squad

A great way to explore Greenwich, we all really enjoyed it! Fun and challenging clues to keep us guessing, highly recom…

PRAA Scavenger/Treasure Hunt


great way to explore the city we have just moved to!

Team Hammond Scavenger/Treasure Hunt

Team Hammond

We had a great experience! Cambridge is our local City, but we were amazed at how much we'd never seen within such a sm…

The RamSchals Scavenger/Treasure Hunt

The RamSchals

Great day out with kids (age 10-12). We loved it!

Woolpack Meadows explores Scavenger/Treasure Hunt

Woolpack Meadows explores

What a fantastic opportunity to have fun and explore York. Thoroughly enjoyed it. Thank you

Toiyub + Amber Scavenger/Treasure Hunt

Toiyub + Amber

Amazing experience, it’s something different to do and you get to explore the history of Manchester. I would highly rec…

GOLD Scavenger/Treasure Hunt


Excellent way to discover parts of London we did t know existed even as a Londoner and fun with friends

Stweam Scavenger/Treasure Hunt


We had an absolutely fabulous afternoon working out the clues and searching high and low for the answers!! We'll defini…

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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