Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Park Row

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Very enjoyable!
Kelly L.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © The Englings
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Puzzling Adventures Highlights

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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