Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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 © 7 snowflakes

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Puzzling Adventures Highlights

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

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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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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