Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

Puzzling Adventures


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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Lower West Side

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Had a blast! Would definitely do it again!
Candice B.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Adventurers 2020
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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital

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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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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