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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Fun fun fun! great way to experience a new area!
Rhonda R.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Photo Challenges
  • Informative
  • Accessible
  • Outdoor activity
  • Enriching
  • No reservations
  • 250+ Locations
  • Kid friendly
  • Team building
  • Exploration
  • Flat rate price
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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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

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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