Puzzling Adventures Customer Photo In the spirit of a traditional treasure hunt, Puzzling Adventures whisk you away on an enchanting journey along the city's streets, unveiling overlooked marvels along the way. With your smartphone as your guide, this interactive experience ensures entertainment for adventurers young and old!

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 © Emo Power Couple
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Puzzling Adventures Highlights

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

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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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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