Chicago Scavenger Hunts and Custom Team Building Activities

BustlingEnergeticSpirited

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.

ContemporaryTrendyVibrant

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!!

EnergeticEntertainingScenic

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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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.

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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.

CompetitiveEnergeticEntertaining

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!

ArtsyCaptivatingEducational

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.

EducationalEntertainingExciting

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!

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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!