Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive 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!

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.

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 Boystown

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Fun fun fun! great way to experience a new area!
Rhonda R.
Our family had a great time!
Christi C.
Image © Real Time
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Puzzling Adventures Highlights

  • Enriching
  • Kid friendly
  • Photo Challenges
  • Informative
  • Accessible
  • Flat rate price
  • 250+ Locations
  • Outdoor activity
  • Exploration
  • No reservations
  • Team building
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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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