Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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