Escape Room near Harbor Square, Illinois

Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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 © Mercedeesss

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Puzzling Adventures Highlights

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

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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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20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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