Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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