Amazing Race near Harbor Square, Illinois

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

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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

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

Stacy H.

Had a blast! Would definitely do it again!

Candice B.

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 © Coveys

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Puzzling Adventures Highlights

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

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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

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Directory

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

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