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!

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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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 Printers Row

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Had a blast! Would definitely do it again!
Candice B.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310

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Puzzling Adventures Highlights

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

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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

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Mapping 20 E Randolph St, Chicago, IL 60601

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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