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

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Carl Sandburg Village

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Sisudatu

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Puzzling Adventures Highlights

  • Photo Challenges
  • Flat rate price
  • Informative
  • Outdoor activity
  • Team building
  • Kid friendly
  • Exploration
  • Accessible
  • No reservations
  • Enriching
  • 250+ Locations
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital

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Rendering Map

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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