Puzzling Adventures Customer Photo In the style of a traditional treasure hunt, Puzzling Adventures take you on a loop around the city discovering interesting sights that most people never even notice. Led by your smartphone, this interactive journey provides fun for all ages!

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.


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Puzzling Adventures near Near South Side

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Very enjoyable!
Kelly L.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © GeminiDiamond

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Puzzling Adventures Highlights

  • Informative
  • Photo Challenges
  • Team building
  • Flat rate price
  • Exploration
  • Outdoor activity
  • Enriching
  • Accessible
  • No reservations
  • 250+ Locations
  • Kid friendly
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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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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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