Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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.

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 Locks

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Fun fun fun! great way to experience a new area!

Rhonda R.

Our family had a great time!

Christi C.

Image © Team Delilah 2025

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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