Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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.

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near East Village

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.
Amazing experience. Very well set up.
Melissa S.
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 © Three Ts
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Puzzling Adventures Highlights

  • Outdoor activity
  • Photo Challenges
  • Team building
  • Exploration
  • No reservations
  • 250+ Locations
  • Kid friendly
  • Informative
  • Enriching
  • Flat rate price
  • Accessible
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD

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Rendering Map

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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