Walking Tour near Harbor Square, Illinois

Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

Had a blast! Would definitely do it again!

Candice B.

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 © Super Family

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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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

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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