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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Printers Row

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Had a blast! Would definitely do it again!
Candice B.
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
  • Photo Challenges
  • 250+ Locations
  • Accessible
  • Informative
  • No reservations
  • Team building
  • Enriching
  • Outdoor activity
  • Kid friendly
  • Exploration

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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

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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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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