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!

Puzzling Adventures

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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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 Rush

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Very enjoyable!

Kelly L.

This was so much fun! What a great adventure!

Michele P.

Image © Chi town shakers

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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Mapping 20 E Randolph St, Chicago, IL 60601

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20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

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