Puzzling Adventures Customer Photo Similar to an old school treasure hunt, a Puzzling Adventure beckons you on an exhilarating loop through the cityscape, where hidden wonders await discovery to only the most observant eyes. Facilitated by your smartphone, this interactive quest provides enjoyment for adventurers of every generation!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Claremont Cottages

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.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • 250+ Locations
  • Accessible
  • Informative
  • Outdoor activity
  • Enriching
  • Team building
  • Photo Challenges
  • Flat rate price
  • Kid friendly
  • Exploration
  • No reservations
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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Purchase Now

Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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