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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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.

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 Carl Sandburg Village

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Had a blast! Would definitely do it again!
Candice B.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Brima1310
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Puzzling Adventures Highlights

  • Exploration
  • Kid friendly
  • Outdoor activity
  • 250+ Locations
  • Informative
  • No reservations
  • Team building
  • Accessible
  • Flat rate price
  • Enriching
  • Photo Challenges
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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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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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Available 24 Hours a day 7 days a week

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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