Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Dearborn Homes

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was a great experience!
Natalie M.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

  • Informative
  • Flat rate price
  • No reservations
  • Kid friendly
  • Enriching
  • Outdoor activity
  • Team building
  • Accessible
  • 250+ Locations
  • Exploration
  • Photo Challenges
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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News
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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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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