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 © The Rock n Rollers

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Puzzling Adventures Highlights

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

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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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Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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