Chicago Scavenger Hunts and Custom Team Building Activities

How it works Let's Talk

Any Questions? Call us at:

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.

Choose your team building activity

item 8
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.

item 8
West Loop Scavenger Hunt

Tie those sneakers and hit the streets of Chicago's West Loop for a scavenger hunt of a lifetime! Explore the main attractions of the West Loop and build team camaraderie all while having fun! You and your team will navigate the West Loop while solving clues and challenges, taking photos and learning more about Chicago and, most importantly, your team! What are you waiting for?! Book today to see what all the fuss is about!!

item 8
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.

item 8
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.

item 8
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.

item 8
Chicago Water Tower Mall Scavenger Hunt

It's time to experience team building in a whole new way at Chicago's Mag Mile landmark, the Water Tower Place. You and your team will work together following clues, completing photo challenges & solving riddles all while exploring this "magnificent" seven-story mall! This is the perfect indoor scavenger hunt to keep your team entertained and having a blast regardless of the weather outside!

item 8
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.

item 8
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, all while having fun with your team! Add a little extra fun and excitement to your visit as this Strayboots scavenger hunt will bring the museum to life in a whole new way! Come one, come all!

item 8
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!

item 8
Photo Quest Scavenger Hunt

Welcome to the ultimate team-building adventure! Whether you’re looking to connect with your team, spice up a corporate event, or just have some fun, our Photo Quest Scavenger Hunt is perfect for any group, anywhere.

item 8
Food Tours and Culinary Adventures

Our culinary adventures aren't just about food; they're also about fostering teamwork, camaraderie, and shared experiences. Our food tours serve as the perfect platform for team building, offering unique opportunities for bonding and collaboration.

item 8
FrogQuest Photo Scavenger Hunt

When was the last time you laughed so hard you cried? FrogQuest will make that happen! FrogQuest is a high-energy photo scavenger hunt that sets adventurous, costume-clad teams loose in the city to make spectacles of themselves and others as they frantically compete to capture daring, interactive photo quests on their smartphones. High score wins!

item 8
Boost MoraleIndoorTeam Games
Fun Team Building Games

Strayboots' Fun Team Building Games transform corporate events into hubs of creativity and collaboration, enhancing team culture with engaging and innovative activities designed to boost morale and engagement.

item 8
Boost MoraleHigh EnergyOutdoor
Outdoor Team Olympics

Dive into Strayboots' Outdoor Team Olympics for a mix of teamwork and outdoor adventure, creating stronger bonds and memorable moments. This experience is perfect for building cohesion and leadership through dynamic activities.

item 8
Custom Team Building Events

Team building activities are a great way to increase team skills, and improve overall morale and productivity. We have created tailor-made activities, which will give your group a great sense of accomplishment in working together to complete challenging tasks, improve their teamwork, and have lots of fun!

item 8
Virtual Team Building Games

The best solutions to keep your remote employees engaged! Our digital team building games enable teams to connect, have some fun and get competitive.
Hosted by our event facilitators, players must communicate and work with their teammates in order to progress. With plenty of laughs, our activities will create that feeling of unity.

item 8
HybridOffice FunOnboarding
Employee Onboarding Solutions

Make a great first impression with Strayboots to welcome new hires! When you break up a day of training and paperwork with a custom Strayboots gamified experience, your new employees will get up to speed faster, know the office inside-out, learn more about your brand and culture, and enjoy a fun onboarding activity!

Trusted by top customers worldwide

Facebook Team building
Airbnb Team building
Amazon Team building
Ebay Team building
Lorel Team building
Lyfy Team building
Microsoft Team building
Uber Team building
Allstate Team building
Aramark Team building
MAERSK Team building
Health Net Team building
enterprise Team building
Southwest Team building
AIRBUS Team building
DELL Team building
Nike Team building
LinkedIn Team building
Sears Team building
ORACLE Team building
Citi Team building
Google Team building

Chicago Team Building Activities

Dive into the heart of the Windy City with our Chicago team-building activities, designed to boost camaraderie, creativity, and communication. From interactive challenges along the Magnificent Mile to problem-solving missions around Millennium Park, our activities leverage Chicago's rich history and dynamic energy. Teams can engage in friendly competition, discover hidden gems, and see the city from new perspectives, all while enhancing their collaborative skills and fostering a stronger team spirit in the backdrop of Chicago's stunning architecture and lively streets.


Chicago Scavenger Hunts

Embark on an unforgettable journey through Chicago with our scavenger hunts, tailored for teams eager to explore, learn, and bond. Navigate the bustling Loop, uncover the artistic mysteries of the Art Institute, or decode clues along the riverwalk. Our scavenger hunts are more than just a race; they're an opportunity for teams to collaborate, think creatively, and immerse themselves in the culture and history of Chicago, creating lasting memories and strengthening bonds along the way.

Chicago Corporate Events

Elevate your corporate events in Chicago with our bespoke activities that promise to engage, inspire, and entertain. Whether hosting a seminar, team retreat, or celebration, our events are crafted to reflect the spirit of Chicago, blending professional development with the city's unique flair. From culinary challenges inspired by Chicago's food scene to tech-driven treasure hunts showcasing the city's innovative edge, we create experiences that not only meet your goals but also leave a lasting impression on your team, making every event in Chicago a standout success.

For more information on your next team building activity,
call us at +1-877-787-2929 or fill out the form below

Ready to Plan Your Custom Team Building Event?

Flexible Booking Unexpected weather? Change in plans? Feel free to reschedule anytime!
100% Guaranteed Fun All events are monitored in real time to ensure you get the best experience possible!