Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

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 Wolcotts And Bushnells Additions

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a great time!
Christi C.
Image © Brima1310

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Puzzling Adventures Highlights

  • No reservations
  • Accessible
  • Informative
  • Team building
  • Outdoor activity
  • Enriching
  • Photo Challenges
  • 250+ Locations
  • Flat rate price
  • Exploration
  • Kid friendly
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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