Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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 © DICKTOASS
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Puzzling Adventures Highlights

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

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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

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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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Directory

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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