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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Prairie Avenue Courts

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.
Our family had a great time!
Christi C.
Image © NW Einsteins 2025
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Puzzling Adventures Highlights

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

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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

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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