Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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!

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.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Very enjoyable!
Kelly L.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Mom and the Kids

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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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

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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