Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near United Center

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was a great experience!
Natalie M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Oka Family
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Puzzling Adventures Highlights

  • Photo Challenges
  • Informative
  • Team building
  • Flat rate price
  • Kid friendly
  • Outdoor activity
  • 250+ Locations
  • Enriching
  • Exploration
  • Accessible
  • 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
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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Mapping 20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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