Puzzling Adventures Customer Photo In the style of a traditional treasure hunt, Puzzling Adventures take you on a loop around the city discovering interesting sights that most people never even notice. Led by your smartphone, this interactive journey provides fun for all ages!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Near South Side

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.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Yang11 2025

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Puzzling Adventures Highlights

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

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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