Customized for your search:

Chicago Hotels

Chicago hotels
Chicago

Hotel + Flight Deals in Chicago

See all Chicago Package Deals

Best Hotels in Chicago

Hyatt Regency Chicago - Chicago Hotels
Rating: 4.0 Stars
$99
Check Availability

Hyatt Regency Chicago

151 East Wacker Dr, Chicago 60601 - Map
 
 
"Great location!"
This hotel is in a great location. Close to the park and Michigan Ave. I always stay here when I am in town!
jason from Illinois
This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier …More
Congress Plaza Hotel - Chicago Hotels
Rating: 3.0 Stars
$124
Check Availability

Congress Plaza Hotel

520 South Michigan Avenue, Chicago 60605 - Map
 
 
"Excellent"
Very good service!!! Thanks. Had a wonderful time! I will come again
A Traveller
Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.More
Warwick Allerton Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
$128
Check Availability

Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago 60611 - Map
 
 
"Extremely comfortable accommodations"
I cannot say enough about this hotel. We upgraded our room to a suite for very little extra expense, and could not have been more comfortable. The staff was so helpful. The decor was classic. We were close to everything. We will stay there every time we're in Chicago.
Laurie from Denver CO
Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is …More
The Godfrey Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars
Check Availability

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago 60654 - Map
 
 
It's a fun, hip hotel with a great ambiance. The staff are very welcoming and the rooms are beautiful. Would definitely stay there again and recommend to friends. Might not be the wrong hotel for families as there is a bar on the 4th floor and it's a popular spot for Chicagoans.
Juanicp1 from Chicago, IL
This hotel is located in Chicago (Magnificent Mile - River North), close to ArchiTech Gallery, Hancock Tower, and Chicago …More
Wyndham Grand Chicago Riverfront - Chicago Hotels
Rating: 4.0 Stars
$109
Check Availability

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago 60601 - Map
 
 
"Annual holiday trip to the city!"
We enjoy a variety of activities in the big town with small town hospitality!
Loretta from Louisville, KY
This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a …More
State and Grand by BridgeStreet - Chicago Hotels
Rating: 4.0 Stars
Check Availability

State and Grand by BridgeStreet

505 N State Street, Chicago 60654 - Map
 
 
"In the HEART of everything!!!"
Went to Chicago for a wedding and rented two 2-bed room apartments for the weekend. The location was great and the price was better. I was original scheduled to stay at the W. This had a better view and cost less.
Reginald from Chattanooga
Located in the heart of Chicago, this aparthotel is within walking distance of American Medical Association Headquarters …More
Swissotel - Chicago - Chicago Hotels
Rating: 4.0 Stars
$149
Check Availability

Swissotel - Chicago

323 E Wacker Dr, Chicago 60601 - Map
 
 
I am from Chicago, and I wanted to get a room for my birthday as a treat for myself. I wanted a nice King Bed, good views of the city, and a pool with a hot tub. I got a Corner King Room on expedia. When I got there, the concierge noticed it was my birthday, which is nice. He claimed a Corner King on the 4th floor was the only one left. I can't recall exactly my response but I made it clear that was disappointing for me. After two minutes of him clicking around on the computer, he said he found a corner king suite, and he would give it to me. I was very happy to get the upgrade. The room was better than I expected it would be, 3304. The best thing is the view. It looked over Lake Michigan, Navy Pier, the river, and some downtown area, including the Trump Tower. There "may" be better views out there, but this was awesome and breath taking, and was 100% satisfied with the view. It was actually a foggy day and I still was impressed. The room had two bathrooms, a living area with a tv, a separate bedroom with a tv and with window, and another bathroom with a separate tub and shower. The bed was great, very comfortable. The room would impress anyone I know. It has all the bells and whistles one could expect for a hotel to have. It's not clear to me if they charge for internet or not or pool access, but they didn't charge me.
Luke from Chicago
This triangular, 43-story glass hotel is across the street from the Chicago River, 3 blocks from the lakefront running path …More
The James Chicago - Chicago Hotels
Rating: 4.5 Stars
$139
Check Availability

The James Chicago

55 East Ontario Street, Chicago 60611 - Map
 
 
"Perfect location."
Fantastic location. Doorman's lunch recommendation was great. Staff very friendly.
s from Ontario
Right on Magnificent Mile, The James Chicago puts guests in the middle of Chicago's famed shopping district filled with …More
The Whitehall Hotel - Chicago Hotels
Rating: 4.0 Stars
$89
Check Availability

The Whitehall Hotel

105 E Delaware Pl, Chicago 60611 - Map
 
 
"Great hotel in the heart of Downtown"
The Whitehall Hotel was a very pleasant experience. We thought the pictures looked great but when we arrived everything was better than expected! Everything was working great except for the safe which needed a nudge to get open, but it doesn't take away from the overall excellent rating. Thanks to all the courteous and helpful staff.
Chris from San Juan, PR
Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake …More
Club Quarters, Central Loop - Chicago Hotels
Rating: 3.5 Stars
$89
Check Availability

Club Quarters, Central Loop

111 West Adams Street, Chicago 60603 - Map
 
 
"LOVE this place!"
Rooms are not huge, but for the price in downtown Chicago you can't beat it. The location is excellent for riding Amtrak in/out of town and you are close to the museums and Michigan Avenue. Its only a few dollars more than the Travelodge off Wabash, and its a whole other universe when you step in the doors of Club Quarters.
Jason from Cincinnati, OH
Club Quarters is a club-like hotel in the center of the Loop, Chicago‚Äôs central business district. A short walk to Symphony …More

Search from 606 Chicago Hotels


    Need help booking?

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

    Why book with Expedia ?

    • 365,000+ hotels worldwide
    • No Expedia Cancellation Fee
    • Best price guarantee
    • 91% customer satisfaction

    Where to stay in Chicago

    Chicago Hotel Guide

    Home to the Willis Tower, one of the tallest buildings in the western hemisphere, Chicago, Illinois, flaunts one of the tallest skylines in the world. The Willis Tower stands tall in the Chicago Loop, which is the downtown area often considered the heart of all the city action. The architectural splendor and alluring city life invite visitors to experience the charm of the Windy City all-year round, so book your Chicago vacation today right here on Expedia.com.

    Read More

    Hotels

    Those who love to shop ’til they drop regard the accommodations along Magnificent Mile as some of the best hotels in Chicago. These accommodations that line the famous shopping district are just steps away from the upscale shops and department stores that provide retail therapy at its finest.

    Meanwhile, other visitors prefer staying at Chicago hotels near the shore of Lake Michigan or at resorts with views of the Chicago and Calumet Rivers. Regardless of whether you like to spend your vacation in towering high-rises along the Chicago skyline or in accommodations within walking distance of the famous Navy Pier, you can acquire cheap hotel deals in Chicago that will exceed all of your Windy City expectations.

    Transportation

    The Chicago Transit Authority (CTA) offers one of the best ways of traveling around Chicago. The CTA buses and trains offer reliable and affordable service to areas in and around the city. Commonly called The L, the train system is based on color-coded line. To ride, travelers must purchase transit cards at any CTA station. As for the bus, stops are around four blocks apart on major streets, and you can ride with preloaded money on transit cards or with exact change. Some train and bus routes do run all night, so check the map schedules for early morning or late night transportation.

    Walking in downtown is another easy way of getting around in Chicago. Although vacationers find the streets simple to navigate, those trying to drive in the Loop may face traffic and hefty parking fees. For hassle-free transportation, hail a taxi as the fares are cheaper than in other major cities.

    Travel Basics

    When it comes to exploring the city, navigating is quite easy when compared to other complicated city layouts. In general, blocks include roughly 100 addresses, and each block is around one-eighth of a mile. Therefore, an eight-block stretch is generally more or less one mile. With a few exceptions, most avenues run north to south, while streets run east to west. Although Chicago is considered a safe city, as is the case with any city, you’ll want to avoid looking lost or acting like an unfamiliar tourist.

    Weather

    Don’t underestimate the windiness in the Windy City. This destination experiences all kinds of gusts of wind from Lake Michigan during every season, from cool breezes in the summer to nose-freezing bursts in winter. Chicago serves up frigid temperatures, snowflakes, and blustery winds from November through March. If you can brave the low digit temperatures, you’ll find cheap hotels deals in Chicago during the winter months.

    For warmer temperatures and a more pleasant outdoor experience, visit Chicago any time between April and October. The spring and fall temperatures are mild, while the summer months generally bring temperatures ranging in the mid-80 degrees Fahrenheit. With that being said, the nights do tend to cool down, so bring layers to prepare for chillier temperatures.

    Throw caution to the Chicago wind when it comes to booking your getaway, as there are tons of things to do to keep you busy regardless of the season in this city hot spot. Browse our vast selection of hotels, car rentals, and flights to Chicago right here on Expedia.com, and book the hottest deals around today.

    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.