Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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!

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Sheffield

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
This was really fun, it was a nice day and we learned a lot!
Bill S.
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 © Karen and Drewbq

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Puzzling Adventures Highlights

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

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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

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