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.

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

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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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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