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!

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.

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 Film Row

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
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 © The Tallest in Old Town
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Puzzling Adventures Highlights

  • Kid friendly
  • Photo Challenges
  • Enriching
  • Exploration
  • 250+ Locations
  • Accessible
  • Flat rate price
  • No reservations
  • Team building
  • Outdoor activity
  • Informative
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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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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

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