Walking Tour near Oakland, Illinois

Puzzling Adventures Customer Photo Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Kid friendly
  • Informative
  • No reservations
  • 250+ Locations
  • Team building
  • Outdoor activity
  • Photo Challenges
  • Accessible
  • Exploration
  • Flat rate price
  • Enriching
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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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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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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