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

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Fort Dearborn Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Had a blast! Would definitely do it again!
Candice B.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Super Family
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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

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