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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Dearborn Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Wicked GAS

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Puzzling Adventures Highlights

  • 250+ Locations
  • Kid friendly
  • Exploration
  • Photo Challenges
  • Enriching
  • Team building
  • Flat rate price
  • Outdoor activity
  • Accessible
  • No reservations
  • Informative
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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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

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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