Puzzling Adventures Customer Photo Inspired by the time-honored tradition of treasure hunting, Puzzling Adventures lead you on an enthralling journey around the city, revealing fascinating sights typically overlooked. Guided by your trusty smartphone, this interactive escapade provides fun for kids and adults alike!

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!

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 Streeterville

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Fun fun fun! great way to experience a new area!
Rhonda R.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310

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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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