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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Rush

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 great time!
Christi C.
Image © Parker Fam

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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