Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Rush

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Amazing experience. Very well set up.

Melissa S.

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 © The Tallest in Old Town

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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