Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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