Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

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 © The PDNatas
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Puzzling Adventures Highlights

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

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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

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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