Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

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.

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 Wicker Park

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © The Books

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University

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Rendering Map

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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