Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the 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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Grant Village

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
Our family had a great time!
Christi C.
Image © superior adults
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Puzzling Adventures Highlights

  • Accessible
  • Flat rate price
  • Enriching
  • Kid friendly
  • Photo Challenges
  • Team building
  • Exploration
  • Outdoor activity
  • No reservations
  • Informative
  • 250+ Locations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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