Walking Tour near Chicago, Illinois

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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 Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

This was really fun, it was a nice day and we learned a lot!

Bill 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 © Humuhumunukunuku

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Puzzling Adventures Highlights

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.

The Standard UK

https://www.standard.co.uk/lifestyle/health/benefits-of-walking-a3807861.html

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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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