Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Puzzling Adventures

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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.

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 Gold Coast

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Fifty and Fabulous

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Puzzling Adventures Highlights

  • Photo Challenges
  • Flat rate price
  • Accessible
  • Enriching
  • Outdoor activity
  • Informative
  • Kid friendly
  • No reservations
  • Team building
  • 250+ Locations
  • Exploration
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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