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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Prairie Avenue Courts

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
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Puzzling Adventures Highlights

  • Accessible
  • Team building
  • Flat rate price
  • Outdoor activity
  • No reservations
  • Enriching
  • Informative
  • Exploration
  • Photo Challenges
  • Kid friendly
  • 250+ Locations
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

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