Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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!

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.

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 Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
This was a great experience!
Natalie M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Walters Love Tribe
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Puzzling Adventures Highlights

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

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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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

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