Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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 © Tree Gals

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Puzzling Adventures Highlights

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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