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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Mount Pleasant

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Had a blast! Would definitely do it again!
Candice B.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Ms Moaney
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Puzzling Adventures Highlights

  • Exploration
  • Accessible
  • 250+ Locations
  • Team building
  • Kid friendly
  • Flat rate price
  • Photo Challenges
  • Outdoor activity
  • No reservations
  • Informative
  • Enriching
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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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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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