Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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