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.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Duncans Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
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 © Awesome Yet Humble

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Puzzling Adventures Highlights

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
The Standard UK
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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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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