Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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 Shantytown

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Fun fun fun! great way to experience a new area!
Rhonda R.
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

  • Outdoor activity
  • Flat rate price
  • Enriching
  • No reservations
  • Kid friendly
  • Informative
  • Team building
  • Accessible
  • Photo Challenges
  • Exploration
  • 250+ Locations
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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
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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