Puzzling Adventures Customer Photo Similar to an old school treasure hunt, a Puzzling Adventure beckons you on an exhilarating loop through the cityscape, where hidden wonders await discovery to only the most observant eyes. Facilitated by your smartphone, this interactive quest provides enjoyment for adventurers of every generation!

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Prairie Shores

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Had a blast! Would definitely do it again!
Candice B.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

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

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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