Puzzling Adventures Customer Photo Inspired by the time-honored tradition of treasure hunting, Puzzling Adventures lead you on an enthralling journey around the city, revealing fascinating sights typically overlooked. Guided by your trusty smartphone, this interactive escapade provides fun for kids and adults alike!

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

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

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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

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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