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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Little Hell

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310

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Puzzling Adventures Highlights

  • 250+ Locations
  • Flat rate price
  • Photo Challenges
  • No reservations
  • Exploration
  • Informative
  • Kid friendly
  • Outdoor activity
  • Team building
  • 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.
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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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