Puzzling Adventures Customer Photo Similar to an old school treasure hunt, a Puzzling Adventure beckons you on an exhilarating loop through the cityscape, where hidden wonders await discovery to only the most observant eyes. Facilitated by your smartphone, this interactive quest provides enjoyment for adventurers of every generation!

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 © Beanssss
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Puzzling Adventures Highlights

  • 250+ Locations
  • Team building
  • Exploration
  • Photo Challenges
  • Informative
  • Accessible
  • Outdoor activity
  • Flat rate price
  • Kid friendly
  • Enriching
  • 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

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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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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