Puzzling Adventures Customer Photo Inspired by the time-honored tradition of treasure hunting, Puzzling Adventures lead you on an enthralling journey around the city, revealing fascinating sights typically overlooked. Guided by your trusty smartphone, this interactive escapade provides fun for kids and adults alike!

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
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 © Teeters3
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Puzzling Adventures Highlights

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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