Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

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 Killgubbin

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a great time!
Christi C.
Image © Brima1310
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Puzzling Adventures Highlights

  • Team building
  • Accessible
  • Exploration
  • Photo Challenges
  • Kid friendly
  • No reservations
  • Flat rate price
  • Informative
  • Enriching
  • 250+ Locations
  • Outdoor activity
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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times
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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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Directory

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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