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

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!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

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

Dianne M.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Fight or flight club

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Puzzling Adventures Highlights

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.

The Standard UK

https://www.standard.co.uk/lifestyle/health/benefits-of-walking-a3807861.html

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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