Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Maplewood Courts

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
This was a great experience!
Natalie M.
This was so much fun! What a great adventure!
Michele P.
Image © Team Maloney
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Puzzling Adventures Highlights

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

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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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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

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