Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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

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

directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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