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!

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.

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 Cityfront Center

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Had a blast! Would definitely do it again!
Candice B.
Our family had a great time!
Christi C.
Image © Detective heavy Hornings 2025

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Puzzling Adventures Highlights

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

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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

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