Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Grant Village

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Fun fun fun! great way to experience a new area!
Rhonda R.
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

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
The Standard UK

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Rendering Map

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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