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

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 © JK Adventure
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Puzzling Adventures Highlights

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

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

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