Make a Puzzling Adventures your personal urban escape room experience. Solve brain teasers and tackle questions to progress through different city locations. Only by completing the entire route can you successfully break free from this captivating interactive challenge!

Puzzling Adventures

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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.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Bucktown

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

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

Dianne M.

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 © ChiTown2024 2025

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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View Buying Options

directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

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