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

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 Towertown

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Accessible
  • Photo Challenges
  • Informative
  • No reservations
  • Exploration
  • Flat rate price
  • Kid friendly
  • 250+ Locations
  • Team building
  • Outdoor activity
  • Enriching
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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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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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