Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

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!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.


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Puzzling Adventures near Robert Brooks Homes

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Had a blast! Would definitely do it again!
Candice B.
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 © superior adults
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Puzzling Adventures Highlights

  • No reservations
  • Photo Challenges
  • Flat rate price
  • Outdoor activity
  • Exploration
  • Informative
  • 250+ Locations
  • Kid friendly
  • Team building
  • Enriching
  • Accessible
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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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