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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Shantytown

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • No reservations
  • Exploration
  • Flat rate price
  • Photo Challenges
  • 250+ Locations
  • Enriching
  • Team building
  • Kid friendly
  • Outdoor activity
  • Informative
  • Accessible
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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Rendering Map
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Purchase Now
directions
20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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