Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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 © Anh Chi 2 Crew

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Puzzling Adventures Highlights

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

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