Walking Tour near Old Town, Illinois

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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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

Amazing experience. Very well set up.

Melissa S.

Our family had a great time!

Christi C.

Image © Brima1310

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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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

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

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