Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Oakenwald

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
This was a great experience!
Natalie M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Beach life
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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention

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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

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