Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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
  • Outdoor activity
  • No reservations
  • Informative
  • 250+ Locations
  • Enriching
  • Flat rate price
  • Photo Challenges
  • Accessible
  • Exploration
  • Team building
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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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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