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

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

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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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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