Amazing Race near Near South Side, Illinois

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Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Near South Side

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

This was a great experience!

Natalie M.

This was so much fun! What a great adventure!

Michele P.

Image © JK Adventure

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Mapping 20 E Randolph St, Chicago, IL 60601

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View Buying Options

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20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

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