If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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.

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

This was a great experience!

Natalie M.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Boat Box Spaceship

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Puzzling Adventures Highlights

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

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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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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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