Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Towertown

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was a great experience!
Natalie M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Team Toi Toi
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Puzzling Adventures Highlights

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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