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!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!

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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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Wicker Park

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Fun fun fun! great way to experience a new area!
Rhonda R.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Accessible
  • Informative
  • Enriching
  • 250+ Locations
  • Kid friendly
  • Team building
  • Flat rate price
  • Exploration
  • Photo Challenges
  • Outdoor activity
  • No reservations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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directions
20 E Randolph St, Chicago, IL 60601
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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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