Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

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 Conleys Patch

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © The Free Radicals

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Puzzling Adventures Highlights

  • Exploration
  • 250+ Locations
  • Enriching
  • No reservations
  • Flat rate price
  • Kid friendly
  • Photo Challenges
  • Outdoor activity
  • Team building
  • Accessible
  • Informative
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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