Walking Tour near Old Town, Illinois

Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

Very enjoyable!

Kelly L.

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 © Coveys

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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

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