Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Amazing experience. Very well set up.
Melissa S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © The MAD JAYS

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Puzzling Adventures Highlights

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

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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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