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!

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.

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 Kinzies Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Very enjoyable!
Kelly L.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310

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Puzzling Adventures Highlights

  • Flat rate price
  • Kid friendly
  • Informative
  • Team building
  • 250+ Locations
  • No reservations
  • Enriching
  • Exploration
  • Photo Challenges
  • Outdoor activity
  • Accessible
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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