Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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 Little Hell

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
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

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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