Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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 Robert Brooks Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Had a blast! Would definitely do it again!
Candice B.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Flat rate price
  • Team building
  • No reservations
  • Photo Challenges
  • Exploration
  • 250+ Locations
  • Kid friendly
  • Enriching
  • Informative
  • Outdoor activity
  • Accessible
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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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