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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Little Italy Uic

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © The Rock n Rollers
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Puzzling Adventures Highlights

  • Photo Challenges
  • 250+ Locations
  • Outdoor activity
  • Informative
  • No reservations
  • Exploration
  • Accessible
  • Enriching
  • Team building
  • Kid friendly
  • Flat rate price
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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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

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

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