Puzzling Adventures Customer Photo Make a Puzzling Adventures your personal urban escape room experience. Solve brain teasers and tackle questions to progress through different city locations. Only by completing the entire route can you successfully break free from this captivating interactive challenge!

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.

Embark on your journey, your way, your time...

As 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 pace.


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Puzzling Adventures near Mount Pleasant

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
This was a great experience!
Natalie M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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