Puzzling Adventures Customer Photo Inspired by the time-honored tradition of treasure hunting, Puzzling Adventures lead you on an enthralling journey around the city, revealing fascinating sights typically overlooked. Guided by your trusty smartphone, this interactive escapade provides fun for kids and adults alike!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Humboldt

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Very enjoyable!
Kelly L.
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

  • No reservations
  • Kid friendly
  • Outdoor activity
  • Flat rate price
  • Enriching
  • Photo Challenges
  • Team building
  • Exploration
  • Informative
  • Accessible
  • 250+ Locations
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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News
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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

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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