Puzzling Adventures Customer Photo Emulating a classic treasure hunt, Puzzling Adventures guide you on a captivating circuit of the city, unveiling hidden gems that often evade notice. With your smartphone as the compass, this interactive expedition offers enjoyment for adventurers of 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!

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 © DICKTOASS

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Puzzling Adventures Highlights

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

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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

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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