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 © Hot Rodz

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Puzzling Adventures Highlights

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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