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

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!

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.

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 Printers Row

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Sliced Bread
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Puzzling Adventures Highlights

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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