Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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 © Jamswam

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Puzzling Adventures Highlights

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

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