Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Cabrini Addition

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was really fun, it was a nice day and we learned a lot!
Bill S.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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