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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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 Lower West Side

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Amazing experience. Very well set up.
Melissa S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Lost in Chicago

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Puzzling Adventures Highlights

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

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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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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

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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