Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Puzzling Adventures

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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 Near North Side

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
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 © Escalante

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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