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!

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 © L and E

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Puzzling Adventures Highlights

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

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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