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182 customers have saved 100% on their flight when booking a Flight + Hotel together this year!
182 customers have saved 100% on their flight when booking a Flight + Hotel together this year!
182 customers have saved 100% on their flight when booking a Flight + Hotel together this year!

Chicago Flight + Hotel packages

Cheap Chicago Hotels

See all 1,355 Properties in Chicago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
    3.5 out of 5.0
     
     
    4.0 out of 5 (11 reviews)

    Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

    Congress Plaza Hotel$79

    Congress Plaza Hotel$79
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago
      4.0 out of 5.0
       
       
      3.9 out of 5 (51 reviews)

      This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...

      Palmer House a Hilton Hotel$103

      Palmer House a Hilton Hotel$103
      Freehand Chicago

      Freehand Chicago

      19 East Ohio Street, Chicago
        3.5 out of 5.0
         
         
        3.8 out of 5 (5 reviews)

        Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...

        Freehand Chicago$69

        Freehand Chicago$69
        Comfort Inn Arlington Heights - O'Hare

        Comfort Inn Arlington Heights - O'Hare

        2120 S Arlington Heights Rd, Arlington Heights
          2.5 out of 5.0
           
           
          4.2 out of 5 (12 reviews)

          Situated near the airport, this hotel is within 1 mi (2 km) of Ned Brown Forest Preserve and Heritage Park. Arlington Lakes Golf Club and Metropolis Performing ...

          Comfort Inn Arlington Heights - O'Hare$64

          Comfort Inn Arlington Heights - O'Hare$64
          Warwick Allerton - Chicago

          Warwick Allerton - Chicago

          701 North Michigan Avenue, Chicago
            4.0 out of 5.0
             
             
            3.9 out of 5 (110 reviews)

            Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from ...

            Warwick Allerton - Chicago$73

            Warwick Allerton - Chicago$73
            Hyatt Regency Chicago

            Hyatt Regency Chicago

            151 East Wacker Dr, Chicago
              4.0 out of 5.0
               
               
              4.2 out of 5 (79 reviews)

              This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...

              Hyatt Regency Chicago$104

              Hyatt Regency Chicago$104
              The Godfrey Hotel Chicago

              The Godfrey Hotel Chicago

              127 West Huron, at LaSalle, Chicago
                4.5 out of 5.0
                 
                 
                4.4 out of 5 (16 reviews)

                Located in River North, this luxury hotel is within a 15-minute walk of Magnificent Mile, John Hancock Center, and Chicago Water Tower. Merchandise Mart and ...

                The Godfrey Hotel Chicago$90

                The Godfrey Hotel Chicago$90
                Omni Chicago Suites - Magnificent Mile

                Omni Chicago Suites - Magnificent Mile

                676 N Michigan Ave, Chicago
                  4.5 out of 5.0
                   
                   
                  5.0 out of 5 (2 reviews)

                  Omni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the ...

                  Omni Chicago Suites - Magnificent Mile$134

                  Omni Chicago Suites - Magnificent Mile$134
                  Hilton Chicago O'Hare Airport

                  Hilton Chicago O'Hare Airport

                  Ohare International Airport, Chicago
                    4.0 out of 5.0
                     
                     
                    3.9 out of 5 (17 reviews)

                    The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, ...

                    Hilton Chicago O'Hare Airport$101

                    Hilton Chicago O'Hare Airport$101
                    Edward Hotel Chicago

                    Edward Hotel Chicago

                    6600 N. Mannheim Rd, Rosemont
                      3.0 out of 5.0
                       
                       
                      3.9 out of 5 (22 reviews)

                      Situated near the airport, this spa hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

                      Edward Hotel Chicago$68

                      Edward Hotel Chicago$68
                      Map

                      Your Chicago vacation

                      From food to theater and Lake Michigan to the Loop, Chicago is home to some equally big names. But you don't need to fly in on Obama's Air Force One or have pockets as deep as Oprah to be able to experience a Chicago vacation at its fullest. Take a stroll down the Magnificent Mile, catch a Cubs game at Wrigley Field, and soak up the waterfront culture of the Second City.

                      Before you rush to Millennium Park, allow CheapTickets to help you with the planning. We'll share the city's top highlights that will blow your mind -- without blowing your budget.

                      Best time to take a vacation to Chicago

                      If you visit Chicago in the early fall you will experience the best of its weather as it retains its warm temperatures but loses the humidity of the summer months. Spring time is cooler, and it is a good time to capture those cheaper flights and hotels. The Chicago Blues Festival every June attracts headline acts from around the country and is extremely popular, as is the early three-day snow sculpturing exhibition held every winter on Navy Pier. Grant Park at the harbor hosts an annual Taste of Chicago Food Festival which, as you might expect, appeals to a wide audience.

                      Insider tips for Chicago travel

                      Alta Vista Terrace

                      Capture the history of Alta Vista Terrace close to Wrigley Field, modeled on a block of row houses in London.

                      Cafe Selmarie

                      Take lunch at the charming Cafe Selmarie overlooking the Lincoln Square Fountain and consume some mouth-watering cakes.

                      Montrose Harbor

                      Walk the lake-front trail north towards Montrose Harbor with some incredible views of the city skyline.

                      Ping Tom Memorial Park

                      Admire the Oriental architecture on a steady stroll through the pleasant and quiet surroundings of Ping Tom Memorial Park.

                      Pancho Pistolas

                      Dine out at Pancho Pistolas restaurant serving delicious Mexican cuisine in the Bridgeport neighborhood.

                      Chicago highlights

                      Magnificent Mile

                      The Mag Mile is a revered for its incredible shopping and eating scene, as well as the festivities that occur throughout the year. Lined by colorful tulips in the springtime and glittering lights during the holidays, the Mag Mile is chockablock with department stores and notable landmarks, from the Wrigley Building to Oak Street Beach. For incredible views on your Chicago travels, head to the Hancock Observatory or spend a few bucks on a cocktail in the Signature Lounge.

                      Lincoln Park Zoo

                      For an easy escape without having to spend a cent on your Chicago travels, take the afternoon to meander through the menagerie at the Lincoln Park Zoo. Not only is it brimming with wildlife exhibits and beautiful historical architecture, it's totally free and open 365 days a year.

                      Cultural Chicago

                      If you want to experience the cultural side of the Second City on your Chicago vacation, make a beeline for the Chicago Cultural Center where admission is free. After taking in the impressive architecture and stunning Tiffany dome, head to the Art Institute across the street to view the amazing collection of Impressionist art and the new Modern Wing. Take a stroll to the Buckingham Fountain and laze in the sun, or take in a nighttime light show.

                      Navy Pier

                      For a bustling carnival vibe along Lake Michigan, wander along the Navy Pier promenade and catch the spirit of Chicago. Bring the kids to the Children's Museum, Shakespeare Theatre or Stained Glass Gallery, and marvel at the incredible skyline views from the 150-foot Ferris wheel. Grab a bite to eat at Chicago institution Harry Caray's, and rest your weary feet to enjoy the free weekly fireworks.

                      Millennium Park

                      Chicago has plenty of parks, but this one is worth a special mention. An impressive feat of engineering, landscaping and cultural celebration, Millennium Park is home to the iconic Cloud Gate sculpture and splashy Crown Fountain video sculpture. Enjoy a concert at Jay Pritzker Pavilion, the go-to spot for the best in outdoor entertainment.

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from July 1, 2015 to June 30, 2016, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      * Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.