Walking Tour near Harbor Square, Illinois

Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

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

Molly C.

This was a great experience!

Natalie M.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Brima1310

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Puzzling Adventures Highlights

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

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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