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Chicago Vacation Packages

Chicago Vacation Packages, Flight and Hotel Deals



Chicago Vacation Packages


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Now is the time to stop daydreaming! With a wide range of sights to see, you should start arranging your Chicago trip as soon as you can.

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Congress Plaza Hotel
Congress Plaza Hotel$125
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Last booking was 3 hours ago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
    8 others viewing this property now
    3.6
     of 5, from 2,554 reviews
    3.0 out of 5.0
    Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

    Warwick Allerton - Chicago
    Warwick Allerton - Chicago$102
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    Last booking was 12 minutes ago
    Warwick Allerton - Chicago

    Warwick Allerton - Chicago

    701 North Michigan Avenue, Chicago
      8 others viewing this property now
      4.1
       of 5, from 8,984 reviews
      4.0 out of 5.0
      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 Lake Michigan and the Art Institute.

      River Hotel
      River Hotel$157
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      Last booking was 11 hours ago
      River Hotel

      River Hotel

      75 East Wacker Drive, Chicago
        5 others viewing this property now
        4.2
         of 5, from 4,294 reviews
        4.0 out of 5.0
        Located in The Loop, this hotel is within a 5-minute walk of Downtown Chicago and Chicago Theatre. Wrigley Building and Tribune Tower are also within 10 minutes.

        Club Quarters Hotel, Central Loop
        Club Quarters Hotel, Central Loop$140
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        Last booking was 3 hours ago
        Club Quarters Hotel, Central Loop

        Club Quarters Hotel, Central Loop

        111 West Adams Street, Chicago
          20 others viewing this property now
          4.3
           of 5, from 6,121 reviews
          4.0 out of 5.0
          Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board of Trade, Willis Tower, Grant Park and the Riverfront, the Theatre District and Magnificent Mile.

          Hyatt Regency Chicago
          Hyatt Regency Chicago
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          Last booking was 5 hours ago
          Hyatt Regency Chicago

          Hyatt Regency Chicago

          151 East Wacker Dr, Chicago
            10 others viewing this property now
            4.4
             of 5, from 9,499 reviews
            4.0 out of 5.0
            This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are less than a mile away.

            Best Western Grant Park Hotel
            Best Western Grant Park Hotel$132
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            Last booking was 6 hours ago
            Best Western Grant Park Hotel

            Best Western Grant Park Hotel

            1100 S Michigan Ave, Chicago
              5 others viewing this property now
              4.3
               of 5, from 1,000 reviews
              2.5 out of 5.0
              Favored for its location across from Grant Park, Museum Campus, Soldier Field, and Northerly Island, the Best Western Grant Park is also 1 mile from Millennium Park and Chicago's theater district.

              Edward Hotel Chicago
              Edward Hotel Chicago$83
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              Last booking was 51 minutes ago
              Edward Hotel Chicago

              Edward Hotel Chicago

              6600 N. Mannheim Rd, Rosemont
                5 others viewing this property now
                4.0
                 of 5, from 1,850 reviews
                3.0 out of 5.0
                Situated near the airport, this 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. Rosemont Theatre and MB Financial Park at Rosemont are also within 3 mi (5 km).

                Palmer House a Hilton Hotel
                Palmer House a Hilton Hotel$161
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                Last booking was 1 hour ago
                Palmer House a Hilton Hotel

                Palmer House a Hilton Hotel

                17 E Monroe St, Chicago
                  4 others viewing this property now
                  4.2
                   of 5, from 10,448 reviews
                  4.0 out of 5.0
                  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 Mile shopping, and Wrigley Tower.

                   See all 1,037 Hotels in Chicago

                  Top Chicago Accommodations

                  No matter if you're traveling for pleasure, business or even both in Chicago, Expedia offers visitors some of the most irresistible hotel deals around. You'll discover 110 establishments within 1 mile of the area's center.
                  Look into the Chicago Downtown Condo - Michigan Ave Suite ID #14-15 and The Peninsula Chicago if you'd love to stay where all the fun is. Many travelers also like to stay at the Trump International Hotel & Tower Chicago and The Ritz-Carlton, Chicago during their time here.
                  You won't be left wanting for choice if you're considering staying in Magnificent Mile - River North. This area offers 73 hotels and is 1 mile from the center of the city. Some of the most well-known are the Waldorf Astoria Chicago and Four Seasons Hotel Chicago.

                  Hotels Near Chicago's Attractions

                  One of Chicago's most famous tourist destinations is the Northwestern University. The Hilton Garden Inn Chicago North Shore/Evanston and Hilton Orrington / Evanston, are within a short stroll of the Northwestern University.
                  Accommodation near the Lincoln Park Zoo include the Park Hyatt - Chicago and the Residence Inn by Marriott Chicago Downtown Magnificent Mile. The Best Western Plus Hawthorne Terrace Hotel and the Willows Hotel are handily positioned just a stroll away from Lincoln Park. the Chicago Cultural Center and the Buckingham Fountain are two other often-visited Chicago attractions. The Langham, Chicago and the JW Marriott Chicago are within walking distance from the Chicago Cultural Center, while the Renaissance Chicago Downtown Hotel and the Radisson Blu Aqua Hotel Chicago, are near the Buckingham Fountain.
                  Columbia College Chicago is a prominent place of learning, and through the years its pupils have helped build this nation into what it is today. If this piques your interest, you should make a choice between the Westin Chicago River North and W Chicago - Lakeshore. House of Blues Chicago is an influential venue in the dynamic music scene here and could be just the place for you on a weekend night. Does this sound like your kind of attraction? You should think about booking a room at the Sofitel Chicago Magnificent Mile and The Gwen, a Luxury Collection Hotel, Chicago, as they are nearby.

                  How to Get to Chicago

                  Midway International Airport is a logical airport for accessing Chicago. It is 9 miles away. If you plan to stay nearby, try the Chicago Marriott Midway or the Residence Inn Marriott Chicago Midway.
                  Whether you're wanting to go away for a couple of days or a couple of weeks, Chicago is an ideal destination.


                  Packages in Chicago
                  Pair your hotel and flight bookings via Expedia. Let us help you and your traveling partner secure the perfect flight and hotel combination. Use the extra money during your tour around Chicago.
                  Smart voyagers save up to $603 by purchasing a combined package deal.
                  With us, you will have 400 partner airlines and 321,000 hotels worldwide from around the world to select from.
                  Your Chicago getaway will seem that much nicer with Expedia's competitive prices.
                  Still undecided? There are no hidden fees from us if you make changes to almost any hotel reservation.
                  This is an area of Illinois that 2,700,000 people live in.
                  Springfield, the state capital, is about 180 miles to the southwest of Chicago, while Whiting is 15 miles to the southeast.
                  Dynamic and truly international, Chicago is renowned for the Northwestern University and the University of Chicago. You'll also find the Art Institute of Chicago and Six Flags Great America while you are here.
                  Escape the adult world for a while and throw yourself into a realm of imagination at the Chicago Children's Museum and the Lake County Fairgrounds. If you're looking for even more family fun, head on to the Kane County Fairgrounds and Wagner Farm.
                  Watch in awe as aquatic animals pass through the water at John G. Shedd Aquarium.
                  You can take loads of photos with the leathery lizards and warm-blooded mammals at the Brookfield Zoo and the Lincoln Park Zoo. Together with a zookeeper presentation at the Farm-in-the-Zoo, you're sure to have an unforgettable day.
                  Find your way to a trackside seat and feel the vibrations as the vehicles take off at the Richard Petty Driving Experience, the area's number-one destination for motoring enthusiasts.
                  Wine expert or not, a day of sampling the different blends at the region's wineries won't let you down. If you'd like to visit more than one, add the Lynfred Winery, the Fox Valley Winery and the Valentino Vineyards to the schedule. It doesn't matter what order you choose. They are all fantastic!
                  Even if you're not feeling lucky, you'll still have fun at the Hollywood Casino and the Rivers Casino. Perhaps you also want to pull up a chair at the Harrah's Casino or the Grand Victoria Casino.
                  Want to learn about some of the local plant species? Spend a morning at the Chicago Botanic Garden or Garfield Park Conservatory. Many also enjoy roaming around Lincoln Park Conservatory and the Emily Oaks Nature Center.
                  Pack a picnic hamper and enjoy the leafy, green surroundings of Millennium Park and Lincoln Park. Grant Park and Morton Arboretum are two more pleasant spots to while away a lazy afternoon and finally read that neglected book of yours.
                  Whether you're on the hunt for a map or a few pointers, the staff at Oak Park Visitors Center should be able to help you out.
                  If the sun's out, the glittering, mirror-like surface of McCullom Lake is a beautiful sight.
                  Be sure to take a bit of time to explore the lovely stretches of coastline, such as North Avenue Beach and Illinois Beach State Park. You could also test out the water temperature at Montrose Beach and Ohio Street Beach.
                  Want to escape the stress of the city? Make your way over to Deer Grove Forest Preserve and Northerly Island Park. Nature-loving tourists will also have a terrific time at Kent Fuller Air Station Prairie and Oak Ridge Marsh Nature Park.
                  Don't forget to make time for some of the many cultural spaces in the area. The Adler Planetarium and Astronomy Museum and the Driehaus Museum offer a range of collections that are sure to capture your interest. Equally rewarding are the Billy Graham Center Museum and the Aurora Regional Fire Museum.
                  Drop in at the Chicago Museum of Science and Industry or the International Museum of Surgical Science to see an eclectic range of interesting displays and artifacts. For a comprehensive scientific experience, you should stop at Cernan Earth and Space Center and the Museum of Science & Industry.
                  Some people think of natural museums as the domain of children, but the fascinating collections at the Field Museum of Natural History and the Peggy Notebaert Nature Museum show that there's a good deal to keep the adults interested as well. The Oriental Institute Museum and the Mitchell Museum of the American Indian are also well worth checking out.
                  Do you love art? You'll discover galleries of all kinds here. Stop by the Museum of Contemporary Art and the Lake County Discovery Museum and see the best of what this creative city has to offer. If you have time afterwards, the Smart Museum of Art and the National Vietnam Veterans Art Museum are also well worth your time.
                  The past comes alive at the Chicago History Museum and the Glessner House Museum thanks to their excellent range of thoughtful exhibits. The Dupage County Historical Museum and the Joliet Area Historical Museum are also worthwhile choices.
                  The University of Illinois Chicago and the Aurora University are certainly worth visiting, even if you're not that into history. When it comes to days of old, the stories are countless. The Chicago Cultural Center and the Merchandise Mart are also great places to stop by.
                  Michigan Avenue Bridge will be of interest to travelers who love civil engineering.
                  Discover the region's spiritual side and take some time to reflect at Holy Name Cathedral and Unity Temple. If you'd like to check out some more religious sites, keep your eyes peeled for tours at the Anshe Emet Synagogue and Saints Peter and Paul Catholic Church.
                  Before you pack your suitcase and head off home, make sure you visit a few of Chicago's lesser-known attractions. The Newberry Library and the Cloud Gate are a couple of possible options. Also, contemplate a trip to the Grohe America and the Visual Arts Center if you've got the time.
                  Accommodation in Chicago
                  Chicago is well-loved by tourists, and boasts a broad range of places to stay. Expedia's Chicago lodging guide is your go-to place.
                  Fine examples of slightly more premium lodgings in Chicago are The Peninsula Chicago, 108 East Superior Street, and the Waldorf Astoria Chicago, 11 E. Walton Street. Cheaper accommodations worth considering include the Old Chicago Inn, at 3222 N Sheffield Ave, and the Inn at Lincoln Park, at 601 West Diversey Parkway.
                  One of the highlights of any trip to Chicago is McCormick Place. If you'd prefer to stay within easy walking distance of the must-see attraction, the Hyatt Regency McCormick Place and the Chicago South Loop Hotel are both popular options.