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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Maplewood Courts

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Had a blast! Would definitely do it again!
Candice B.
This was so much fun! What a great adventure!
Michele P.
Image © TheCades

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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