Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Claremont Cottages

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a great time!
Christi C.
Image © Robinson2060
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Puzzling Adventures Highlights

  • No reservations
  • Kid friendly
  • Photo Challenges
  • Outdoor activity
  • Informative
  • Team building
  • Accessible
  • Flat rate price
  • 250+ Locations
  • Exploration
  • Enriching
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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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

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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