Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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

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

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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

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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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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