Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Near South Side

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Very enjoyable!
Kelly L.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Yang11
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Puzzling Adventures Highlights

  • Kid friendly
  • Informative
  • Photo Challenges
  • Accessible
  • No reservations
  • Flat rate price
  • 250+ Locations
  • Outdoor activity
  • Team building
  • Enriching
  • Exploration
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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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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
Purchase Now
More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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