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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Ida B Wells Housing Project

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

  • Kid friendly
  • Exploration
  • Informative
  • Accessible
  • No reservations
  • Flat rate price
  • Outdoor activity
  • Team building
  • Photo Challenges
  • Enriching
  • 250+ Locations
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
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More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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