Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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!

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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Streeterville

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
This was really fun, it was a nice day and we learned a lot!
Bill 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 © Chi town shakers
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Puzzling Adventures Highlights

  • Informative
  • Outdoor activity
  • Kid friendly
  • No reservations
  • Flat rate price
  • 250+ Locations
  • Exploration
  • Accessible
  • Enriching
  • Team building
  • 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.
The Standard UK
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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