Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

Fun fun fun! great way to experience a new area!

Rhonda R.

This was so much fun! What a great adventure!

Michele P.

Image © Vergara

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

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