Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Magnificent Mile

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Fun fun fun! great way to experience a new area!
Rhonda R.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © The Rock n Rollers

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Puzzling Adventures Highlights

  • Exploration
  • 250+ Locations
  • No reservations
  • Team building
  • Flat rate price
  • Informative
  • Enriching
  • Photo Challenges
  • Kid friendly
  • Accessible
  • Outdoor activity
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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
The Standard UK
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Mapping 20 E Randolph St, Chicago, IL 60601

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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