Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

Puzzling Adventures

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Douglas

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Very enjoyable!

Kelly L.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © The Nibbles

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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

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More Information

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Directory

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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