Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

Puzzling Adventures

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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 Film Row

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
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 © Tree Gals
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Puzzling Adventures Highlights

  • Exploration
  • No reservations
  • Team building
  • Flat rate price
  • Outdoor activity
  • Accessible
  • Informative
  • Enriching
  • 250+ Locations
  • Kid friendly
  • 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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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

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