Puzzling Adventures Customer Photo 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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Cleaverville

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Had a blast! Would definitely do it again!
Candice B.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Emo Power Couple 2025

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Puzzling Adventures Highlights

  • Kid friendly
  • Outdoor activity
  • Informative
  • Team building
  • Accessible
  • Exploration
  • Enriching
  • 250+ Locations
  • No reservations
  • Flat rate price
  • Photo Challenges
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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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