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

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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