Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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.

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 East 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 lot of fun on the scavenger hunt!
Lynn C.
Image © Brima1310
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Puzzling Adventures Highlights

  • Photo Challenges
  • Outdoor activity
  • Accessible
  • 250+ Locations
  • Team building
  • Flat rate price
  • Informative
  • Exploration
  • Enriching
  • No reservations
  • Kid friendly
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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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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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