Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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 © TheKhans
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Puzzling Adventures Highlights

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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