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!

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 Aldine Square

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
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

  • Exploration
  • Enriching
  • Accessible
  • Flat rate price
  • No reservations
  • Team building
  • Kid friendly
  • Outdoor activity
  • Informative
  • 250+ Locations
  • Photo Challenges
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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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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More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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