Customized for your search:

Chicago Hotels

Chicago hotels
Chicago

Hotel + Flight Deals in Chicago

See all Chicago Package Deals

Great Deals on Hotels in Chicago

Loews Chicago Hotel - Chicago Hotels
Rating: 4.5 Stars
$249
Check availability

Loews Chicago Hotel

455 North Park Drive, Chicago 60611 - Map
 
 
Would highly recommend. Very friendly staff, high quality rooms and great location.
A Traveller
Located in Streeterville, this hotel is within a 15-minute walk of Tribune Tower, Wrigley Building, and Chicago Children's …More
Congress Plaza Hotel - Chicago Hotels
Rating: 3.0 Stars
Check availability

Congress Plaza Hotel

520 South Michigan Avenue, Chicago 60605 - Map
 
 
"It is too old, needs urgent remodeling!!!"
Clean was great, view great! We had lake view. And location excellent!
A Traveller
Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.More
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$545
Check availability

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago 60611 - Map
 
 
We would come back here again, and again. Great hotel and great staff.
A Traveller
Located in Near North Side, this luxury hotel is within a 10-minute walk of Wrigley Building, Tribune Tower, and Ford Center …More
Millennium Knickerbocker - Chicago Hotels
Rating: 4.0 Stars
Check availability

Millennium Knickerbocker

163 East Walton Place, Chicago 60611 - Map
 
 
"Good hotel"
It was great and very comfortable. I just didn't like the $67 valet overnight cost.
Traveller from B
This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street …More
Sofitel Chicago Water Tower - Chicago Hotels
Rating: 4.5 Stars
Check availability

Sofitel Chicago Water Tower

20 E Chestnut St, Chicago 60611 - Map
 
 
"Quiet, elegant & optimal location"
Rooms (not bathrooms) could use a facelift (carpets). Great and helpful staff (cocierges), with an excelllent location in a quiet area of town.
Traveller from Montreal
Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is …More
Raffaello Hotel - Chicago Hotels
Rating: 4.0 Stars
$249
Check availability

Raffaello Hotel

201 E Delaware Pl, Chicago 60611 - Map
 
 
"Nice Small hotel, nice roof top bar"
Overall our stay was good. The sofa bed didn't have extra pillows so that was a little uncomfortable. The service was very good and I really liked how guest services would text me during my stay to see everything was going.
Traveller from Chicago Far South Suburbs
Located on Chicago's fabled Gold Coast, this boutique hotel is adjacent to the John Hancock Tower, steps from stylish shops …More
Club Quarters, Central Loop - Chicago Hotels
Rating: 3.5 Stars
$182
Check availability

Club Quarters, Central Loop

111 West Adams Street, Chicago 60603 - Map
 
 
"Nice stay, but beware the air conditioning."
I always stay here when I'm in Chicago if I can. I would stay here again, but talk to the staff about the heating system in the evening. It's a hotel geared to the business traveller, so there are perks I love: self-serve iron/ironing board closet (although the other supplies seemed to be low on this particular trip, like tea and soap), free washing and drying of clothes (great on long trips), very nice desk setup, and computers/iPads/printers to borrow and use. This trip, I have two quibbles: First, they have switched out the traditional coffee machines with a pod-based machine. Great if you want coffee, but if tea is your thing, you have to go into the business centre one floor below the lobby and use the hot water in the espresso machine. Boo. Second, the "heat" was blowing cold air and when I couldn't stand it anymore at 3a.m. and called the front desk, they told me that "right now the hotel is on cool. So I suggest that you turn the heat off to keep more cold air from coming in, and we'll bring up a space heater or more blankets." They did bring up a heater, and I found a clean blanket in the closet, and after that I slept very well.
Traveller from Winnipeg, MB
Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony …More
Hard Rock Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$262
Check availability

Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago 60601 - Map
 
 
"Hotel located in the center of downtown Chicago "
Hotel decor is excellent and is located to shops, restaurants and business offices
A Traveller
On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 36-story, Art Deco-style Carbide …More
Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
$246
Check availability

Hotel Felix Chicago

111 W Huron St, Chicago 60654 - Map
 
 
"Nice Hotel close to magnificient mile"
The hotel is at a good location. The hotel staff is really helpful. The rooms are clean and nice. I just wish they could be a little bigger.
A Traveller
Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab …More
The Palmer House Hilton - Chicago Hotels
Rating: 4.0 Stars
Check availability

The Palmer House Hilton

17 E Monroe St, Chicago 60603 - Map
 
 
"Nice hotel for business meetings."
The staff was friendly. The rooms were big and clean. I would stay here again.
Traveller from New York
This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 …More

Search from 616 Chicago Hotels


    Need help booking?

    Call 1-800-551-2409
    Visit Customer Support »

    Why book with Expedia ?

    • 510,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Best price guarantee
    • 91% customer satisfaction

    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
    Read More

    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 Expedia.com 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.

    Hide
    Customers Rate Expedia
    Powered by feefo
    91% recommended
    4.5
    From 29,939 Reviews
    *For these packages, package savings is at least equal to the cost of the flight or hotel if booked separately. Note: For packages including flights, you will be charged by the airline for the flight, but your savings on the package will equal the cost of the flight.