Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

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

directions
20 E Randolph St, Chicago, IL 60601
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More Information
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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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