Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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 © Tolone Fam
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Puzzling Adventures Highlights

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

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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

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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