Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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!

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.


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Puzzling Adventures near Claremont Cottages

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Fun fun fun! great way to experience a new area!
Rhonda R.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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