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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Bridgeport

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Had a blast! Would definitely do it again!
Candice B.
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 © Tree Gals

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Puzzling Adventures Highlights

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
The Standard UK

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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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