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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 William Green Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Very enjoyable!
Kelly L.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Humuhumunukunuku
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Puzzling Adventures Highlights

  • Kid friendly
  • Flat rate price
  • Exploration
  • Photo Challenges
  • Enriching
  • 250+ Locations
  • Outdoor activity
  • Informative
  • No reservations
  • Team building
  • Accessible
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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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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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

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