Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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 MAD JAYS

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Puzzling Adventures Highlights

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

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