Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Loop

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Had a blast! Would definitely do it again!
Candice B.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310

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Puzzling Adventures Highlights

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

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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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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

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

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