Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Grace Abbott Homes

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Flat rate price
  • Kid friendly
  • Informative
  • 250+ Locations
  • Photo Challenges
  • No reservations
  • Enriching
  • Exploration
  • Accessible
  • Outdoor activity
  • Team building
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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News

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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

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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