Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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 © Rockpoint Mamas

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Puzzling Adventures Highlights

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

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