Puzzling Adventures Customer Photo Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

Puzzling Adventures


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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

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 Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Mary and Manas
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Puzzling Adventures Highlights

  • 250+ Locations
  • Team building
  • No reservations
  • Enriching
  • Accessible
  • Exploration
  • Kid friendly
  • Flat rate price
  • Outdoor activity
  • Informative
  • Photo Challenges
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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.
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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

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