Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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!

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.

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 Ducktown

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
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 © Hester

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Puzzling Adventures Highlights

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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