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!

Puzzling Adventures

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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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Ukrainian Village

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
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 © Our crew

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Puzzling Adventures Highlights

  • Accessible
  • Kid friendly
  • Team building
  • Photo Challenges
  • Exploration
  • Outdoor activity
  • Flat rate price
  • Enriching
  • No reservations
  • 250+ Locations
  • Informative
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

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