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

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.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

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 © PATTIW

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Puzzling Adventures Highlights

Flat rate price
No reservations
Photo Challenges
Accessible
Team building
Exploration
Kid friendly
Enriching
Outdoor activity
250+ Locations
Informative

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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

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Directory

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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