Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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 Little Italy Uic

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was a great experience!
Natalie M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Katsleezy

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Puzzling Adventures Highlights

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

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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

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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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

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