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

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 © Team Tito
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Puzzling Adventures Highlights

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

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