Puzzling Adventures Customer Photo Puzzling Adventures are an urban experience, similar to an outdoor escape room. Test your wits by solving puzzles and responding to challenges as you journey through the city. Only by overcoming each stage can you ultimately triumph in this engaging interactive escapade!

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 © Team Charis
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Puzzling Adventures Highlights

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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