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

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
This was a great experience!
Natalie M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © GS troop 519
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Puzzling Adventures Highlights

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

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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

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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