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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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 Harbor Square

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Amazing experience. Very well set up.
Melissa S.
Our family had a great time!
Christi C.
Image © Coveys
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Puzzling Adventures Highlights

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

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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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