Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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 © Glencoe central

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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