Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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 © Multiple Maineiacs

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Puzzling Adventures Highlights

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

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