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Top Hotel Deals in Chicago

Warwick Allerton - Chicago AU$135
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL
Warwick Allerton - Chicago
     
    4.0
    of 5, from 3 reviews
    4.0 out of 5.0 Stars

    Warwick Allerton - Chicago: Family hotel with a restaurant and a bar/lounge. Located near a train station.

    Congress Plaza Hotel AU$131
    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue, Chicago, IL
    Congress Plaza Hotel
       
      3.8
      of 5, from 10 reviews
      3.5 out of 5.0 Stars

      Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located near a train station.

      Eurostars Magnificent Mile, previously Dana Hotel AU$160
      Eurostars Magnificent Mile, previously Dana Hotel

      Eurostars Magnificent Mile, previously Dana Hotel

      660 North State Street, Chicago, IL
      Eurostars Magnificent Mile, previously Dana Hotel
         
        5.0
        of 5, from 1 reviews
        4.0 out of 5.0 Stars

        Eurostars Magnificent Mile, previously Dana Hotel: Romantic hotel with free WiFi and a restaurant. Located in the entertainment district.

        The Whitehall Hotel AU$100
        The Whitehall Hotel

        The Whitehall Hotel

        105 E Delaware Pl, Chicago, IL
        The Whitehall Hotel
           
          4.0
          of 5, from 6 reviews
          4.0 out of 5.0 Stars

          The Whitehall Hotel: Romantic hotel with free WiFi and 2 restaurants. Located near a metro station.

          Palmer House a Hilton Hotel AU$158
          Palmer House a Hilton Hotel

          Palmer House a Hilton Hotel

          17 E Monroe St, Chicago, IL
          Palmer House a Hilton Hotel
             
            2.3
            of 5, from 3 reviews
            4.0 out of 5.0 Stars

            Palmer House a Hilton Hotel: Romantic hotel with free WiFi and an indoor pool. Located near a train station.

            River Hotel AU$121
            River Hotel

            River Hotel

            75 East Wacker Drive, Chicago, IL
            River Hotel
               
              5.0
              of 5, from 1 reviews
              4.0 out of 5.0 Stars

              River Hotel: Family hotel with free WiFi and a restaurant. Located in the business district.

              Radisson Blu Aqua Hotel Chicago AU$197
              Radisson Blu Aqua Hotel Chicago

              Radisson Blu Aqua Hotel Chicago

              221 N Columbus Dr, Chicago, IL
              Radisson Blu Aqua Hotel Chicago
                 
                4.0
                of 5, from 1 reviews
                4.5 out of 5.0 Stars

                Radisson Blu Aqua Hotel Chicago: Luxury hotel with free WiFi and an outdoor pool. Located in the city centre.

                Hilton Chicago O'Hare Airport AU$303
                Hilton Chicago O'Hare Airport

                Hilton Chicago O'Hare Airport

                Ohare International Airport, Chicago, IL
                Hilton Chicago O'Hare Airport
                   
                  2.5
                  of 5, from 4 reviews
                  4.0 out of 5.0 Stars

                  Hilton Chicago O'Hare Airport: Family hotel with free WiFi and an indoor pool. Located in the suburbs.

                  Top Budget Chicago Hotel Deals

                  Freehand Chicago AU$81
                  Freehand Chicago

                  Freehand Chicago

                  19 East Ohio Street, Chicago, IL
                  Freehand Chicago
                     
                    4.5
                    of 5, from 4 reviews
                    3.5 out of 5.0 Stars

                    Freehand Chicago: Family hotel with free WiFi and a restaurant. Located near a train station.

                    Travelodge by Wyndham Downtown Chicago AU$129
                    Travelodge by Wyndham Downtown Chicago

                    Travelodge by Wyndham Downtown Chicago

                    65 E Harrison St, Chicago, IL
                    Travelodge by Wyndham Downtown Chicago
                       
                      2.8
                      of 5, from 4 reviews
                      2.0 out of 5.0 Stars

                      Travelodge by Wyndham Downtown Chicago: Family hotel with free WiFi and a restaurant. Located near a train station.

                      Motel 6 Elk Grove Village - O'Hare AU$53
                      Motel 6 Elk Grove Village - O'Hare

                      Motel 6 Elk Grove Village - O'Hare

                      2881 Touhy Ave, Elk Grove Village, IL
                      Motel 6 Elk Grove Village - O'Hare
                         
                        5.0
                        of 5, from 2 reviews
                        2.0 out of 5.0 Stars

                        Motel 6 Elk Grove Village - O'Hare: Family hotel with free WiFi and free parking. Guests love the central location!

                        Ohio House Motel AU$113
                        Ohio House Motel

                        Ohio House Motel

                        600 North LaSalle Street, Chicago, IL
                        Ohio House Motel
                           
                          2.5 out of 5.0 Stars

                          Ohio House Motel: Business-friendly motel with free WiFi and free parking. Located near a train station.

                          Top Luxury Chicago Hotel Deals

                          Trump International Hotel & Tower Chicago AU$444
                          Trump International Hotel & Tower Chicago

                          Trump International Hotel & Tower Chicago

                          401 N Wabash Ave, Chicago, IL
                          Trump International Hotel & Tower Chicago
                             
                            5.0
                            of 5, from 1 reviews
                            5.0 out of 5.0 Stars

                            Trump International Hotel & Tower Chicago: Luxury hotel with free WiFi and an indoor pool. Located near a train station.

                            The Langham, Chicago AU$538
                            The Langham, Chicago

                            The Langham, Chicago

                            330 North Wabash Avenue, Chicago, IL
                            The Langham, Chicago
                               
                              5.0
                              of 5, from 3 reviews
                              5.0 out of 5.0 Stars

                              The Langham, Chicago: Luxury hotel with free WiFi and an indoor pool. Located in the entertainment district.

                              The Peninsula Chicago AU$681
                              The Peninsula Chicago

                              The Peninsula Chicago

                              108 East Superior Street, Chicago, IL
                              The Peninsula Chicago
                                 
                                5.0
                                of 5, from 1 reviews
                                5.0 out of 5.0 Stars

                                The Peninsula Chicago: Luxury hotel with free WiFi and an outdoor pool. Located in the historical district.

                                The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago AU$220
                                The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

                                The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

                                521 North Rush Street, Chicago, IL
                                The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
                                   
                                  4.5
                                  of 5, from 2 reviews
                                  4.5 out of 5.0 Stars

                                  The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago: Luxury hotel with free WiFi and 2 restaurants. Located near a metro station.

                                  Accommodation In Chicago

                                  Don’t be shy when “Chi-Town” calls your name. Despite the rumours of cold, windy mornings, the largest city in Illinois offers a warm Midwestern welcome to travellers seeking sporting events, performing arts and a saucy piece of pizza pie. As a major political and media hub, Chicago has a serious side, but don’t underestimate the opportunities for fun and belly laughs that await you on Chicago holidays.

                                  With attractions sprinkled all over the city, from Wrigleyville to Hyde Park, hotels in Chicago are available close to the top sites on your itinerary. You can even book accommodation near Lincoln Park for instant access to the Museum of Contemporary Art Chicago and your new furry or feathered buddies at the Lincoln Park Zoo.

                                  Things to Do in Chicago

                                  First things first, traveller. Let’s go out to the ballgame. Even if sports aren’t your thing, you’re a baseball fan when you’re in Chicago. Pick up some blue and red face paint and grab seats at Wrigley Field for the next home game. Once you’ve shouted with the locals, check out the bean-shaped Cloud Gate sculpture and jog through Millennium Park, because nothing puts your life into refreshing perspective like a reflective legume.

                                  If you want to visit Chicago’s biggest hitters right off the bat, get a Chicago CityPASS and tour top attractions like Shedd Aquarium and The Field Museum. OK, we’ll stop with the baseball puns.

                                  North of Millennium Park, the Chicago Riverwalk is the perfect place to eat and shop to your heart’s content, surrounded by gorgeous views and luxurious Chicago hotels where you can relax after a long, tiring day of…being on holiday. When you’re ready for more, make your way up the Magnificent Mile to the vintage Gold Coast neighbourhood for an arvo at the beach.

                                  Next, catch a comedy show at Second City Theater in nearby Old Town. Once a nickname for Chicago’s status as the lesser of the country’s biggest cities, “Second City” is now synonymous with the funniest people of the past century, including Tina Fey, Alan Arkin and Gilda Radner.

                                  Getting To & Around Chicago

                                  Breeze into the “Windy City” via two major transit hubs: O’Hare International Airport (ORD), located about 17km northwest of downtown, or Chicago Midway International Airport (MDW), just 11km to the southwest. With an efficient light rail system and bus routes weaving through busy streets, you can easily get from the airport to popular attractions and accommodation in Chicago with public transportation. If you want to tackle traffic like a local, pick up some wheels with one of our car hire options and hit the streets.

                                  Upcoming Events

                                  Between April and October, Chicago trades in its blustery reputation for warm breezes and stylish sunnies. That’s when the events calendar is hopping, so consider booking Chicago accommodation during this time if fun in the sun is important to you—how could it not be?

                                  As summer winds down, the only thing moving at a slower pace are the smooth tunes crooning from the Chicago Jazz Festival every September. Come October, there’s a party a’brewin’—the annual Chicago Beer Hoptacular, which is a celebration of exactly what it sounds like. Bottoms up!

                                  You’ve no doubt heard that Chicago can get chilly from November through February, but these cold months are among the city’s most beautiful. The winter wonderland glows during the Magnificent Mile Lights Festival and other celebrations in November. To keep yourself warm during a brisk November holiday, join the singing, dancing and art-making at the annual Native American Pow Wow.

                                  Get Outside!

                                  If you’ve ever wondered how Chicago got its motto, “urbs in horto”, then you’re not alone. If you’ve ever wondered what “urbs in horto” means, you’re really not alone. The English translation is “city in a garden”, and Chicago sure does live by its slogan. The streets are lined with skyscrapers, but these scrappy Midwesterners will have their green spaces, doggone it. In fact, you can take a breath of fresh air surrounded by flora galore on the rooftop of City Hall!

                                  Closer to sea level, the Alfred Caldwell Lily Pool is a peaceful—and watery—oasis in already-gorgeous Lincoln Park. You’ll definitely want to snap some selfies in the stone-lined pergolas. But be advised, there is a high probability that you will either witness a marriage proposal or get the strange urge to make a lifelong commitment in this lovely garden. Hey, it happens.

                                  To run through wide open spaces in the middle of the big city, lace up your trainers and head to the Burnham Centennial Prairie, a nature preservation area on the Chicago Lakefront Trail. Tall grass grows in the breeze and wildflowers take over the sprawling fields. Located on the edge of Lake Michigan and close to the busy Loop, the Lakefront Trail is lined with some of the best places to stay in Chicago.

                                  Must-See Sights

                                  When you hit the windy streets of “Chi-Town” it’s hard not to see the tallest building in the city, but make sure you have your eyes looking up when you’re wandering through the west side of the Loop, especially if you have just one day in Chicago. “Why?” you ask? Because that’s where you’ll find Willis Tower (aka “Sears Tower”, aka “442 metres of awesome”), which was considered the highest building in the world until 1998.

                                  When you’re done staring, get out of the middle of the footpath and head to Navy Pier to graze on some of the best food in Chicago. From shopping on the boardwalk to stuffing your face with smoked smallmouth bass in waterfront restaurants, your arvo will be off to a good start. Stick around for a concert or hop on a cocktail cruise to top off the perfect holiday in style.

                                  Ready to make your way through the “Toddling Town”? Book hotels and flights to Chicago with Wotif. We’ve found great travel deals, and we’re really good at sharing.

                                  Need insider tips on must-see attractions in Chicago? Check out our Chicago travel guide!

                                  How much is a hotel room in Chicago?

                                  Hotels in Chicago start at AU$53 per night. Prices and availability subject to change. Additional terms may apply.

                                  New Reviews - Best Hotels in Chicago

                                  Just Booked! Cheap Hotels in Chicago


                                  *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.