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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

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 Sheffield

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310

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Puzzling Adventures Highlights

  • Kid friendly
  • Enriching
  • Accessible
  • Informative
  • Photo Challenges
  • Team building
  • Outdoor activity
  • 250+ Locations
  • Flat rate price
  • 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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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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