Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Dearborn Homes

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.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Chi town shakers
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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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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

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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