Beginning of main content

7,800 Travelers rated Chicago highly for Urban and Skyscrapers

Tonight
This weekend
Nov 23 - Nov 25
Next weekend
Nov 30 - Dec 2

Top rated hotels in Chicago

See all 1,283 Properties in Chicago
Map

Best hotels in Chicago areas

Near North Side

Lincoln Park

River North

Hyde Park

The Loop

South Loop

Boystown

Lakeview

Wrigleyville

Wicker Park

Logan Square

Old Town

Gold Coast

Near West Side

Pro tips from our travel blog: Everything you need to know for a perfectly rewarding trip to Chicago

Chicago Hotels Guide

Nicknamed the Second City, in reality, Chicago is second to none. Known as much for its blues — and blues brothers — as it is for its famous gangsters and deep-dish pizza, Chicago is also a mecca of art, theater, dining, and other culture.

Chicago hotels offer visitors a bit of everything. Accommodations run the gamut from bargain hotels to luxury hotels in Chicago's downtown. Guests spend the day taking in the city's many sights and tours and head to a ballgame at historic Wrigley Field, one of the best in the U.S., or they enjoy one of the many world-class museums and take in some of the first-rate theater in the evening, topping it off with a nightcap and a view of the town at the Hancock tower's Signature Lounge. Navy Pier is a great place for families to keep busy between getting some rest at one of the top Chicago hotels.

Chicago Quick Picks and Tips
Conventions
Chicago has several locations that attract trade shows from around the country. The Merchandise Mart is one of the more popular venues and is the yearly host of the National Prom Market, the USA's largest business-services trade event.

Dining
Food in Chicago: plentiful, diverse, and tasty of, course. Chicago is known for its Italian and Polish food. Lou Malnati's, which has several Chicago locations, is famous for its Chicago-style deep-dish pizza.

Major Point of Interest
Chicago visitors won't want to miss the Art Institute of Chicago and its impressive collection of Asian, modern and American art and much, much more.

Shopping
Any shopper booking a room in one of the many Chicago hotels shouldn't forget the Magnificent Mile. This section of Michigan Avenue is filled with history, shopping opportunities, and other entertainment to make your trip more than worthwhile.

Sports
Chicago has two major-league baseball teams, the Cubs and White Sox, and given the fierce loyalty of each team's fans, it's a good thing their respective parks are located so far apart. NFL fans have the Chicago Bears, while hockey fans root for the Blackhawks, and basketball fans cheer for the Bulls.

Chicago Neighborhoods
Chicago is divided into over 70 different neighborhoods, each with its own distinct feel and flavor. The Downtown Loop, or city center, is the commercial and financial district, and many of the city's cultural institutions are located here, including Millennium Park, the Art Institute of Chicago and Grant Park. The Magnificent Mile, a shopper's paradise, is also steps from the Gold Coast, where guests can choose to stay at the luxury Talbott Hotel. Travelers seeking a more residential feel opt for Chicago hotels on the North Side, like Hotel Versey and Hotel Lincoln, located right in the middle of the most dense population center of the city, near Lincoln Park and Wrigley Field.

The South Side is Chicago's largest area and includes many parks and public beaches. Also located here are Jackson Park, site of the 1893 Columbian Exposition, the Museum of Science and Industry (the last remaining building from the Exposition), and Guaranteed Rate Field, home of the Chicago White Sox. The West Loop is known for its ethnic enclaves, hip eateries on Randolph Street, and is home to the NBA's Chicago Bulls and the NHL's Chicago Blackhawks. Overall, visitors should try to find Chicago hotels they can use for a base of operations because this vast city and all its sites can't be explored in one day — or even a week.