Walking Tour near Old Town, Illinois

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Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

Puzzling Adventures

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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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 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.

This was so much fun! What a great adventure!

Michele P.

Image © L and E 2025

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Puzzling Adventures Highlights

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

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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

More Information

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Directory

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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