Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing 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

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!

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.

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 Prairie Shores

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

  • Informative
  • No reservations
  • Enriching
  • Photo Challenges
  • Team building
  • Outdoor activity
  • Exploration
  • Kid friendly
  • Flat rate price
  • Accessible
  • 250+ Locations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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Mapping 20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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