Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!


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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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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