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 © Yang11
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Puzzling Adventures Highlights

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

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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