Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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 Grant Park

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Amazing experience. Very well set up.
Melissa S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • Accessible
  • Photo Challenges
  • Enriching
  • 250+ Locations
  • Outdoor activity
  • Exploration
  • No reservations
  • Team building
  • Flat rate price
  • Kid friendly
  • Informative
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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Mapping 20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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