Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!


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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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Fun fun fun! great way to experience a new area!
Rhonda R.
This was so much fun! What a great adventure!
Michele P.
Image © Detective heavy Hornings
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Puzzling Adventures Highlights

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

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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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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