Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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.

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 Little Hell

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was a great experience!
Natalie M.
This was so much fun! What a great adventure!
Michele P.
Image © PATTIW

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Puzzling Adventures Highlights

  • No reservations
  • Exploration
  • Enriching
  • 250+ Locations
  • Team building
  • Flat rate price
  • Photo Challenges
  • Outdoor activity
  • Kid friendly
  • Informative
  • Accessible
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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

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