Walking Tour near Old Town, Illinois

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Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

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!

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.

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 Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Die Bongs Einhalb

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Puzzling Adventures Highlights

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

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

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