Walking Tour near Oakland, Illinois

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

Had a blast! Would definitely do it again!

Candice B.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © WheresMichael

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

Puzzling Adventures, 20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

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