Puzzling Adventures Customer Photo 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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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 Ukrainian Village

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.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © The Free Radicals

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Puzzling Adventures Highlights

  • Exploration
  • Flat rate price
  • Enriching
  • Team building
  • Informative
  • Outdoor activity
  • Photo Challenges
  • Accessible
  • No reservations
  • 250+ Locations
  • Kid friendly
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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