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Chicago Neighborhood Guide

Chicago Neighborhood Guide

A melting pot of midwestern culture, Chicago is home to 200 neighborhoods, each with its own unique culture and history. For a comprehensive introduction to the Windy City, here’s our pick of Chicago’s most interesting districts.

Chicago Loop

A sightseeing tour of Chicago has to start in Chicago Loop, one of the largest business districts in the United States. Chicago’s downtown is replete with photo opportunities, which encompass the famous Willis Tower (formerly the Sears Tower); the Cloud Gate (The Bean) in Millennium Park; and the views from Chicago Riverwalk. Additional highlights include the theater district, Grand Park, and museums such as the Art Institute of Chicago and the Field Museum.

Chinatown

Populated by Chinese immigrants in the late 19th century, Chinatown remains one of the most vibrant districts in Chicago. The small quarter is crammed with Chinese restaurants, shops, and karaoke bars, making it an atmospheric spot for a walking tour, especially during the evening. For an unforgettable experience, visit during annual festivals such as Chinese New Year, Temple Street Market Festival, or the Autumn Moon Festival.

Magnificent Mile

The aptly named Magnificent Mile is Chicago’s most upmarket shopping district, stretching north of the river from The Loop. Whether you opt to explore on foot, by bike, or on a Segway, you’re guaranteed to see some of the Windy City’s most recognizable sights. Look out for the Water Tower, John Hancock Center, and Tribune Tower; enjoy 360-degree views from Chicago Observatory; visit the Chicago Sports Museum or the Museum of Contemporary Art; or shop at the city’s premier boutiques. 

Hyde Park

The South Side neighbourhood of Hyde Park is home to the University of Chicago, the lakeside Jackson Park, and a cluster of renowned museums—most notably the Museum of Science and Industry. Along with its distinguished architecture and cultural institutions, it also has another claim to fame—its the former home of Barack Obama. 

River North

On the north bank of the Chicago River, River North is also known as the Gallery District, as its home to America’s largest concentration of art galleries outside of Manhattan. The former warehouse district boasts landmarks such as Marina City; museums such as Chicago Children’s Museum and the Richard H. Driehaus Museum; and a thriving nightlife scene—the area around Hubbard Street is lined with elegant wine bars, VIP nightclubs, and fine dining restaurants.  

Lincoln Park

North of The Loop, along the shores of Lake Michigan, Lincoln Park is one of Chicago’s most affluent residential neighborhoods. Stroll or cycle through Lincoln Park, visit Lincoln Park Zoo and the Chicago History Museum, or rent a paddleboat for a cruise around the South Pond.

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6 Tours and Activities | All Chicago Tours

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Chicago Crime and Mob Tour

Chicago Crime and Mob Tour

star-4
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$38.85
From
$38.85
Taking safety measures

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-5
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$27.00
From
$27.00
Taking safety measures

Chicago Loop Secret Food Tour w/ Private Tour Option

Chicago Loop Secret Food Tour w/ Private Tour Option

star-5
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
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  • 3 hours
  • Taking safety measures
From
$193.20
From
$193.20
Taking safety measures

Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

star-4.5
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$62.99
From
$62.99
Taking safety measures

Small-Group Chicago Food Tour of Chinatown

Small-Group Chicago Food Tour of Chinatown

star-5
Sample different styles and varieties of Chinese food during this gourmet walking tour of Chicago's Chinatown. Follow your local food-loving guide through one of the oldest Chinese neighborhoods in the country to taste several Chinese regional delicacies. The price of this small-group tour, limited to 12 people, includes tastings at restaurants; enough food to add up to a full lunch.
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  • 3 hours
  • Free Cancellation
From
$80.00
From
$80.00