Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Grant Park

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Amazing experience. Very well set up.
Melissa S.
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

  • Accessible
  • Enriching
  • Informative
  • Exploration
  • 250+ Locations
  • Photo Challenges
  • Flat rate price
  • No reservations
  • Kid friendly
  • Outdoor activity
  • Team building
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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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directions
20 E Randolph St, Chicago, IL 60601
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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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