Walking Tour near Old Town, 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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

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

Ginger K.

Image © Emo Power Couple

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Puzzling Adventures Highlights

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

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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

More Information

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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