Puzzling Adventures Customer Photo Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

Puzzling Adventures


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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Victor A Olander Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Oka Family

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Puzzling Adventures Highlights

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

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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

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

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