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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Carville

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

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

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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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