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

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Maplewood Courts

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Fun fun fun! great way to experience a new area!
Rhonda R.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Sliced Bread

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Puzzling Adventures Highlights

  • Informative
  • Enriching
  • No reservations
  • Kid friendly
  • Team building
  • Photo Challenges
  • Accessible
  • 250+ Locations
  • Outdoor activity
  • Exploration
  • Flat rate price
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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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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

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