Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

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 Fort Dearborn Addition

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © ChiTown2024

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Puzzling Adventures Highlights

  • 250+ Locations
  • Enriching
  • Kid friendly
  • Team building
  • Outdoor activity
  • Informative
  • Accessible
  • Exploration
  • Photo Challenges
  • No reservations
  • Flat rate price
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

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