Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Puzzling Adventures

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 Rush

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Very enjoyable!

Kelly L.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © OuterBankers

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Puzzling Adventures Highlights

Enriching
250+ Locations
Photo Challenges
Outdoor activity
No reservations
Kid friendly
Team building
Accessible
Informative
Exploration
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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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

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