Great Deals on Chicago Hotels

See all 634 Hotels in Chicago
Hide content

Where to stay in Chicago

Your Guide to Chicago Hotels

Discover why the world stands in awe of Chicago’s stunning skyline when you experience the Windy City.

  • Wash your slice of Chicago-style pizza down with some champagne and enviable views of the city by booking a room at a hotel that offers first-rate amenities
  • Stretch your travel dollars very far with the Expedia+ rewards program
  • Enjoy more spending money by snagging the guaranteed best rates around on rooms at family-friendly motels and fancy business hotels

Where to Stay in Chicago

Hotels in Chicago offer variety and fun for all types of travelers. There are plenty of neighborhoods that offer luxury accommodations designed to appeal to celebrities and moguls. Hotels on the Magnificent Mile routinely host international business leaders and stars of the entertainment world. Many hotels and resorts near Lake Michigan feature beautiful pools, cocktail lounges, and spas. A family on a budget has many charming Chicago motels to choose from.

A Snapshot of Chicago's Weather

A city like Chicago always has something going on. The many indoor attractions and museums make visiting during the winter a fun experience rich in culture. Temperatures in Illinois tend to linger near freezing for most of the season. You may want to consider getting a car rental if you come during winter to avoid walking through mounds of slushy snow. Ice skating the ribbon at Maggie Daley Park is a favorite winter activity for locals and visitors. The sidewalks sizzle when summer takes over Chicago. Summer is a great time to relax at the city’s many beaches. Take in the views at Montrose Beach, North Avenue Beach, and Foster Avenue Beach when temperatures soar to 80 degrees Fahrenheit and beyond. Chicago’s warm summer temperatures often bleed over into fall. Mid-autumn is the perfect time to tour the city by foot and enjoy clear skies and mild temperatures. There is something beautiful and romantic about Chicago in the spring. You’ll love watching blooms come alive in the city’s many legendary parks as you walk around in only a light jacket.

The Best Way to Explore Chicago, IL

Getting around the Windy City is a breeze. The Chicago Transit Authority offers a rail system that transports people to landmarks and neighborhoods throughout the city which is usually accessible from many hotels. You can also take advantage of the extensive bus network. Chicago’s streets are always swarming with taxis. The windy nature of the city can sometimes make waiting around for public transportation a little unpleasant. If you want the freedom to cover more neighborhoods without figuring out route maps, dealing with tickets, or flagging down taxis, you can always snag a car rental. Of course, you’ll want to make every effort to actually walk along some of the city’s most famous boulevards and soak up the ambiance and splendor of it all.

Discover All the Best Things to Do in Chicago

Whether you’re looking forward to catching a live show at a legendary comedy club or browsing designer boutiques on the Magnificent Mile, you won’t run out of things to do in Chicago. Get a proper taste ofthe Windy City by planning a whirlwind sightseeing adventure that includes stops at Wrigley Field, Willis Tower, the Michigan Avenue Bridge, Tribune Tower, and the Chicago Theatre. You’ll enjoy spending time at the Art Institute of Chicago, the Museum of Science and Industry, the Lincoln Park Zoo, the Lincoln Park Conservatory, and the Garfield Park Conservatory. Spend a little time playing around with your camera while visiting Buckingham Fountain in Grant Park and the Cloud Gate sculpture in Millennium Park. The Chicago Riverwalk exposes pedestrians to new angles of the city as well assome great shopping and dining options along Lake Shore Drive and Franklin Street. Legendary Navy Pier features a Ferris wheel, a carousel, family-friendly attractions, and tons of fun shopping and dining options right on Lake Michigan. Chicago is made up of 77 unique neighborhoods, each with its own history and culture. Get ready to make the story of Chicago part of your story.

Comedy is king in Chicago. Put on a crisp outfit and step out at night to attend a comedy show or listen to live music at an intimate jazz venue. The legendary Second City leads the pack of comedy clubs that have shaped some of today’s hottest actors and comedians. Other popular spots for comedy and improvisation include the Laugh Factory, Zanies Comedy Club, the iO Theater, and the Up Comedy Club. Bars and nightclubs range from neighborhood pubs to trendy dance spots, butChicago is definitely a city that prefers a casual beer over a fancy cocktail. In fact, people from all over the country specifically flock to Chicago's nightlife because it offers a fun, local vibe with no pretention. There are even a number of local breweries that offer amazing varieties of beer and friendly ambiance. If tailored suits, high heels, and high society fit your tastes, you can find some of the fanciest cocktails and wines anywhere in the world.The best bet is to enjoy a drink at one of the elegant lounges or wine bars along the Magnificent Mile.

Discover the Amazing Windy City

Planning to go to one of America’s most iconic cities doesn’t have to be overwhelming. You can use exclusive discount rates right here on to snag cheap Chicago hotel deals that work for your travel dates and budget. You can even combine rooms at some of the trendiest hotels with affordable flights to Chicago to save more than you thought possible with a custom Chicago vacation package. Explore cheap accommodations orswanky suites at Chicago hotels and start planning your time in the Windy City that will blow you away.