Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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 © Team Charis
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Puzzling Adventures Highlights

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

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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

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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