Amazing Race near Old Town, Illinois

Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Very enjoyable!
Kelly L.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

  • 250+ Locations
  • No reservations
  • Kid friendly
  • Team building
  • Outdoor activity
  • Photo Challenges
  • Exploration
  • Informative
  • Enriching
  • Flat rate price
  • Accessible
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/
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Rendering Map
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Available 24 Hours a day 7 days a week

directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

Lake View Escape Room River North Escape Room Museum Campus Escape Room Mckinley Park Escape Room Old Town Escape Room Bohemian California Escape Room Robert Brooks Homes Escape Room Cityfront Place Escape Room Burnham Place Escape Room United Center Escape Room Rush & Division Escape Room Harbor Square Escape Room Claremont Cottages Escape Room Humboldt Escape Room Oakenwald Escape Room Wolcotts And Bushnells Additions Escape Room Wicker Park Escape Room Bucktown Escape Room Fuller Park Escape Room Lower West Side Escape Room Pilsen Escape Room Swede Town Escape Room Cabrini Addition Escape Room Central Station Escape Room South Branch Addition Escape Room West Town Escape Room Mount Pleasant Escape Room Ida B Wells Housing Project Escape Room Near North Side Escape Room Canal Trustees Escape Room Kinzies Addition Escape Room Ukrainian Village Escape Room Near South Side Escape Room Oakland Escape Room Carville Escape Room Aldine Square Escape Room Bronzeville Escape Room Lincoln Park Escape Room Park Row Escape Room Carpenters Addition Escape Room Maplewood Escape Room Locks Escape Room Chicago Escape Room Frances Cabrini Homes Escape Room Conleys Patch Escape Room Grant Village Escape Room Streeterville Escape Room Shantytown Escape Room Dearborn Homes Escape Room Maplewood Courts Escape Room Armour Square Escape Room Chinatown Escape Room Prairie Courts Escape Room Grace Abbott Homes Escape Room Duncans Addition Escape Room Canalport Escape Room Ducktown Escape Room Cleaverville Escape Room Gold Coast Escape Room Stateway Gardens Historical Escape Room Fort Dearborn Addition Escape Room Garibaldi Square Escape Room Little Sicily Escape Room Greektown Escape Room Prairie Avenue Courts Escape Room Carl Sandburg Village Escape Room Boystown Escape Room Sheffield & Depaul Escape Room Fifty Acres Escape Room Film Row Escape Room East Garfield Park Escape Room Marshall Field Garden Apartments Escape Room Millenium Park Escape Room Loop Escape Room West Loop Escape Room Killgubbin Escape Room Little Italy Uic Escape Room Mccormickville Escape Room Olsen Hansen Row Houses Escape Room Grant Park Escape Room Magnificent Mile Escape Room Printers Row Escape Room Garfield Park Escape Room Little Hell Escape Room Prairie Shores Escape Room Belgravia Terrace Escape Room Hamlin Park Escape Room William Green Homes Escape Room East Village Escape Room South Commons Escape Room Victor A Olander Homes Escape Room Lake Meadows Escape Room Bridgeport Escape Room Douglas Escape Room Mid North District Escape Room Cityfront Center Escape Room Logan Square Escape Room Jane Addams Homes Escape Room Near West Side Escape Room Towertown Escape Room

Scavenger Hunt

Jane Addams Homes Scavenger Hunt Sheffield & Depaul Scavenger Hunt South Commons Scavenger Hunt Killgubbin Scavenger Hunt East Garfield Park Scavenger Hunt Douglas Scavenger Hunt Mccormickville Scavenger Hunt Wicker Park Scavenger Hunt Logan Square Scavenger Hunt Swede Town Scavenger Hunt Film Row Scavenger Hunt Cabrini Addition Scavenger Hunt Bridgeport Scavenger Hunt Boystown Scavenger Hunt South Branch Addition Scavenger Hunt Little Sicily Scavenger Hunt Pilsen Scavenger Hunt Fifty Acres Scavenger Hunt Claremont Cottages Scavenger Hunt Millenium Park Scavenger Hunt Carl Sandburg Village Scavenger Hunt Mid North District Scavenger Hunt Marshall Field Garden Apartments Scavenger Hunt Oakland Scavenger Hunt Near South Side Scavenger Hunt Grant Village Scavenger Hunt Canal Trustees Scavenger Hunt Prairie Courts Scavenger Hunt Armour Square Scavenger Hunt Dearborn Homes Scavenger Hunt Prairie Avenue Courts Scavenger Hunt Bronzeville Scavenger Hunt Wolcotts And Bushnells Additions Scavenger Hunt Lower West Side Scavenger Hunt Old Town Scavenger Hunt Robert Brooks Homes Scavenger Hunt Mckinley Park Scavenger Hunt Chicago Scavenger Hunt Chinatown Scavenger Hunt Near North Side Scavenger Hunt Lincoln Park Scavenger Hunt Victor A Olander Homes Scavenger Hunt Magnificent Mile Scavenger Hunt Loop Scavenger Hunt Garibaldi Square Scavenger Hunt Streeterville Scavenger Hunt Museum Campus Scavenger Hunt Belgravia Terrace Scavenger Hunt Bucktown Scavenger Hunt West Town Scavenger Hunt Cleaverville Scavenger Hunt Near West Side Scavenger Hunt Grace Abbott Homes Scavenger Hunt Greektown Scavenger Hunt River North Scavenger Hunt Little Italy Uic Scavenger Hunt Harbor Square Scavenger Hunt Ida B Wells Housing Project Scavenger Hunt Maplewood Courts Scavenger Hunt Fuller Park Scavenger Hunt Oakenwald Scavenger Hunt Frances Cabrini Homes Scavenger Hunt Garfield Park Scavenger Hunt East Village Scavenger Hunt Fort Dearborn Addition Scavenger Hunt Lake Meadows Scavenger Hunt Humboldt Scavenger Hunt Carpenters Addition Scavenger Hunt Cityfront Place Scavenger Hunt Mount Pleasant Scavenger Hunt Towertown Scavenger Hunt Aldine Square Scavenger Hunt Ukrainian Village Scavenger Hunt Lake View Scavenger Hunt Canalport Scavenger Hunt Prairie Shores Scavenger Hunt Cityfront Center Scavenger Hunt Burnham Place Scavenger Hunt Shantytown Scavenger Hunt William Green Homes Scavenger Hunt Rush & Division Scavenger Hunt Kinzies Addition Scavenger Hunt Duncans Addition Scavenger Hunt Carville Scavenger Hunt Maplewood Scavenger Hunt Park Row Scavenger Hunt Conleys Patch Scavenger Hunt Bohemian California Scavenger Hunt Grant Park Scavenger Hunt Ducktown Scavenger Hunt United Center Scavenger Hunt Little Hell Scavenger Hunt Hamlin Park Scavenger Hunt Gold Coast Scavenger Hunt Central Station Scavenger Hunt West Loop Scavenger Hunt Stateway Gardens Historical Scavenger Hunt Printers Row Scavenger Hunt Olsen Hansen Row Houses Scavenger Hunt Locks Scavenger Hunt

Walking Tour

Prairie Avenue Courts Walking Tour Ida B Wells Housing Project Walking Tour Central Station Walking Tour South Commons Walking Tour Marshall Field Garden Apartments Walking Tour Rush & Division Walking Tour Bucktown Walking Tour Magnificent Mile Walking Tour West Town Walking Tour Grant Park Walking Tour Canalport Walking Tour Little Italy Uic Walking Tour Robert Brooks Homes Walking Tour Near West Side Walking Tour Maplewood Walking Tour Aldine Square Walking Tour Canal Trustees Walking Tour Greektown Walking Tour Ukrainian Village Walking Tour West Loop Walking Tour Carpenters Addition Walking Tour Jane Addams Homes Walking Tour Oakland Walking Tour Logan Square Walking Tour Park Row Walking Tour Bronzeville Walking Tour Mount Pleasant Walking Tour Bohemian California Walking Tour Kinzies Addition Walking Tour William Green Homes Walking Tour Mckinley Park Walking Tour Cityfront Place Walking Tour Sheffield & Depaul Walking Tour Oakenwald Walking Tour Near South Side Walking Tour United Center Walking Tour Towertown Walking Tour Little Sicily Walking Tour Chicago Walking Tour East Village Walking Tour Prairie Courts Walking Tour Streeterville Walking Tour Harbor Square Walking Tour Olsen Hansen Row Houses Walking Tour Douglas Walking Tour Claremont Cottages Walking Tour River North Walking Tour Mccormickville Walking Tour Cleaverville Walking Tour Fort Dearborn Addition Walking Tour Shantytown Walking Tour Printers Row Walking Tour Killgubbin Walking Tour Swede Town Walking Tour Little Hell Walking Tour Belgravia Terrace Walking Tour Hamlin Park Walking Tour Ducktown Walking Tour Armour Square Walking Tour Garfield Park Walking Tour Victor A Olander Homes Walking Tour Garibaldi Square Walking Tour Cabrini Addition Walking Tour Frances Cabrini Homes Walking Tour Mid North District Walking Tour Lincoln Park Walking Tour Cityfront Center Walking Tour Lake Meadows Walking Tour Burnham Place Walking Tour Carl Sandburg Village Walking Tour Humboldt Walking Tour Grace Abbott Homes Walking Tour Fifty Acres Walking Tour Conleys Patch Walking Tour Old Town Walking Tour Pilsen Walking Tour Duncans Addition Walking Tour Near North Side Walking Tour Loop Walking Tour Carville Walking Tour Wicker Park Walking Tour Stateway Gardens Historical Walking Tour Bridgeport Walking Tour Film Row Walking Tour Dearborn Homes Walking Tour Millenium Park Walking Tour Chinatown Walking Tour Prairie Shores Walking Tour Boystown Walking Tour Grant Village Walking Tour Maplewood Courts Walking Tour Locks Walking Tour East Garfield Park Walking Tour Fuller Park Walking Tour Wolcotts And Bushnells Additions Walking Tour Museum Campus Walking Tour Lake View Walking Tour South Branch Addition Walking Tour Gold Coast Walking Tour Lower West Side Walking Tour

Amazing Race

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Treasure Hunt

Near North Side Treasure Hunt Harbor Square Treasure Hunt Locks Treasure Hunt Claremont Cottages Treasure Hunt Museum Campus Treasure Hunt Carville Treasure Hunt Near South Side Treasure Hunt Boystown Treasure Hunt Prairie Shores Treasure Hunt Gold Coast Treasure Hunt Stateway Gardens Historical Treasure Hunt Printers Row Treasure Hunt Little Sicily Treasure Hunt Magnificent Mile Treasure Hunt Pilsen Treasure Hunt Dearborn Homes Treasure Hunt Aldine Square Treasure Hunt Duncans Addition Treasure Hunt Robert Brooks Homes Treasure Hunt Garfield Park Treasure Hunt Garibaldi Square Treasure Hunt William Green Homes Treasure Hunt Bronzeville Treasure Hunt Canal Trustees Treasure Hunt Towertown Treasure Hunt Mount Pleasant Treasure Hunt Belgravia Terrace Treasure Hunt Chicago Treasure Hunt Humboldt Treasure Hunt Armour Square Treasure Hunt Logan Square Treasure Hunt Douglas Treasure Hunt Bridgeport Treasure Hunt Fifty Acres Treasure Hunt Park Row Treasure Hunt Rush & Division Treasure Hunt Sheffield & Depaul Treasure Hunt Burnham Place Treasure Hunt Olsen Hansen Row Houses Treasure Hunt Cityfront Center Treasure Hunt Bohemian California Treasure Hunt Maplewood Courts Treasure Hunt Old Town Treasure Hunt Cityfront Place Treasure Hunt Central Station Treasure Hunt Little Hell Treasure Hunt Prairie Courts Treasure Hunt Mid North District Treasure Hunt Mccormickville Treasure Hunt East Village Treasure Hunt Lincoln Park Treasure Hunt Mckinley Park Treasure Hunt Killgubbin Treasure Hunt Bucktown Treasure Hunt South Commons Treasure Hunt Film Row Treasure Hunt Greektown Treasure Hunt Grant Village Treasure Hunt Oakenwald Treasure Hunt Cleaverville Treasure Hunt Near West Side Treasure Hunt East Garfield Park Treasure Hunt West Loop Treasure Hunt Ducktown Treasure Hunt Grace Abbott Homes Treasure Hunt Lake View Treasure Hunt Wicker Park Treasure Hunt Carpenters Addition Treasure Hunt Chinatown Treasure Hunt Grant Park Treasure Hunt Wolcotts And Bushnells Additions Treasure Hunt Prairie Avenue Courts Treasure Hunt Oakland Treasure Hunt Streeterville Treasure Hunt Kinzies Addition Treasure Hunt Maplewood Treasure Hunt Canalport Treasure Hunt River North Treasure Hunt Swede Town Treasure Hunt Ida B Wells Housing Project Treasure Hunt Millenium Park Treasure Hunt Little Italy Uic Treasure Hunt Loop Treasure Hunt Jane Addams Homes Treasure Hunt Fuller Park Treasure Hunt Shantytown Treasure Hunt Carl Sandburg Village Treasure Hunt South Branch Addition Treasure Hunt Fort Dearborn Addition Treasure Hunt Conleys Patch Treasure Hunt Ukrainian Village Treasure Hunt Lower West Side Treasure Hunt Marshall Field Garden Apartments Treasure Hunt Lake Meadows Treasure Hunt Frances Cabrini Homes Treasure Hunt West Town Treasure Hunt Cabrini Addition Treasure Hunt Victor A Olander Homes Treasure Hunt Hamlin Park Treasure Hunt United Center Treasure Hunt
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