Puzzling Adventures Customer Photo 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!

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 © Livermorons

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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