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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Cleaverville

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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