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Chicago Scavenger Hunts and Custom Team Building Activities

Strayboots strives to bring your team a special, engaging team building event that is not only fun but the perfect fit! Whether you are planning a company outing, an orientation day, a competitive scavenger hunt, or going on a school trip we have a custom solution for you. We will work with you to offer the RIGHT event that suits your group's needs here in The Windy City.

How it Works
Our Chicago Scavenger Hunts and Team Building Activities
NEW ACTIVITY
Strayboots Strategy Game

Can you beat the clock and our new Chicago Strategy Scavenger Hunt?
You have not hunted until you have tried Strayboot's new Strategy Based Scavenger Hunt.
This new spin on our original hunt embraces teamwork and strategic communication in a brand new way.

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The Loop Scavenger Hunt

Navigate Chicago's deepest urban canyons, as you explore the city's most iconic and interesting spots. From the Chicago Board of Trade to the Federal Reserve Bank, discover La Salle Street's "rich" history like so many titans of industry before you. On State Street and other great streets, get schooled on some of Chicago's most captivating architecture. Find Picassos and Chagalls along the storied sidewalks then peer through world's largest Tiffany stained-glass window. Search for valuables along Jeweler's Row and get dramatic at the Chicago Theater. From skyscrapers to sculptures, old churches to elegant hotels, the Loop will wow you with its bravado and its beauty.

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INDOOR HUNT
Chicago Navy Pier Scavenger Hunt

Beat the weather with an exploration of Chicago's Navy Pier! This 50 Acre playground is full of entertainment, restaurants, and shops, perfect for two hours of fun.

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Downtown Chicago Scavenger Hunt

Chicago is not only known for its famous deep dish pizza, but also its interesting architecture, museums and beautiful parks along Lake Shore Drive.
Come and hunt with us from Buckingham Fountain to Printer's Row as you experience the south end of the business district of Chicago.
Walk the streets with the locals, run into true sports fans or Columbia students while you answer riddles and complete challenges. The race is on, who will meet us at the starting line?

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Magnificent Mile Scavenger Hunt

Designed to rival New York's 5th Avenue and Paris's Champs Elysees, the Mile is big on history and haute couture. From the Drake to the Allerton, you'll check into some of Chicago's swankiest hotels like so many celebs and statesmen before you. Then saunter down Chicago's best street of shopping and marvel at some of its most magnificent architecture.

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MUSEUM HUNT
The Art Institute of Chicago Scavenger Hunt

Fun team building activity, in one of the oldest and largest art museums in the United States! Explore the permanent collection of the Art Institute of Chicago which includes
over 300,000 works of arts — ranging from ancient art through contemporary art.

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MUSEUM HUNT
Museum of Science and Industry Scavenger Hunt

Who doesn't love science and technology? We certainly do! Explore one of the biggest and most expansive museums in Chicago at the Museum of Science and Industry. Release your inner child as you learn about the past and future tech. Come one, come all!

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Naperville, IL Scavenger Hunt

Come and take a journey through Naperville, a western suburb of Chicago. As you explore local life you will make your way through the network of paths and bridges that make up the Riverwalk along the DuPage River. Enjoy the beautiful scenery as you learn about the area and encounter art, sculptures and much more along the way. If that's not enough for you, you will be immersed in the local neighborhood, winding the streets, visiting local shops all while solving riddles and completing fun challenges. Wait are you waiting for? Come and enjoy the place Joseph Naper settled in 1831. There's much to see, and we have got it covered for you!

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INDOOR HUNT
Chicago Water Tower Mall Scavenger Hunt

Strap on your hunting boots and get ready for an indoor adventure at Water Tower Place! Answer questions, riddles and take photos as you hunt around this 758,000 sq ft large urban shopping mall, hotel and a theater located in a 74 story skyscraper in Chicago, Illinois.

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INDOOR HUNT
Chicago Water Tower Mall Scavenger Hunt

Strap on your hunting boots and get ready for an indoor adventure at Water Tower Place! Answer questions, riddles and take photos as you hunt around this 758,000 sq ft large urban shopping mall, hotel and a theater located in a 74 story skyscraper in Chicago, Illinois.

Highlights

7 floors filled with unique shops like the Painted Penguin, Unicorn World, The Art Of Dr. Seuss collection, and so much more!

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Chicago Team Building Scavenger Hunts

Create an unforgettable company outing in the top neighborhoods and museums that the Windy City has to offer!
In our Chicago team building scavenger hunts, group members will work together to solve clever challenges that will take them to sites all over the neighborhood, from 'must-see' places to undiscovered local favorites.

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Chicago School Field Trips with Scavenger Hunts

As one of the country’s oldest cities, Chicago has both a complex and colorful history. We want to help bring that history to life for you. Whether you’re trying to plan the perfect field trip for your class or want to learn more about the city where you’ll be spending some of your most formative years (shout out to our college students!), our scavenger hunts are the perfect choice for you.

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Our Customers

Chicago Scavenger Hunts and Tours

Hoping to make your time in Chicago extra special? Check out our group scavenger hunts. Whether you are looking to plan a great family activity, plan something totally unique for a group of visiting guests, or do something a little different in the city you call home, we have a competitive scavenger hunt for you.

LET US HELP YOU!

For more information on your next team building activity, call us at 877-787-2929 or fill out the form below

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How Strayboots Works

Where, When,
& How Many?

Pick the date, location and group size and we'll create a personalized team building package for your group

Create Teams
& Get Started

Split your group up into teams and have them meet at the predesignated starting points in your city of choice

View Clues on
Your Mobile

Each team "captain" receives a link and instructions on their smartphone to lead their teammates to each clue

Solve Challenges
Together

Participants work together and learn new things about their city and each other, while racing to the finish