Puzzling Adventures Customer Photo Emulating a classic treasure hunt, Puzzling Adventures guide you on a captivating circuit of the city, unveiling hidden gems that often evade notice. With your smartphone as the compass, this interactive expedition offers enjoyment for adventurers of all ages!

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

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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