Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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 © Team shorty
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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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