Walking Tour near Old Town, 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

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

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 © Spring staycation

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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Scavenger Hunt

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

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