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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Magnificent Mile

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.
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

  • Team building
  • No reservations
  • Photo Challenges
  • Accessible
  • Kid friendly
  • 250+ Locations
  • Outdoor activity
  • Informative
  • Exploration
  • Enriching
  • Flat rate price
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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
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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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

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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