Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Canalport

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Amazing experience. Very well set up.
Melissa S.
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 © Brima1310
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Puzzling Adventures Highlights

  • Flat rate price
  • No reservations
  • Outdoor activity
  • Kid friendly
  • Informative
  • 250+ Locations
  • Team building
  • Exploration
  • Photo Challenges
  • Enriching
  • Accessible
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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
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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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

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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