HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Holidaymakers searching for holiday rentals in Chicago also enquired about apartments in Midtown Manhattan, apartments in Upper East Side and apartments in Central Park North

Make a holiday rental, home, or cottage in Chicago, USA your home away from home

Holidaymakers looking for a fantastic city break might like to try Chicago in the mid-west of the United States. Located in the state of Illinois this amazing city offers many exciting things for visitors to see and do. Here visitors will find numerous different places to stay including self catering accommodation, apartments and condos.

Things to do on holiday to Chicago, USA

This is a cycling friendly city with over 100 miles of bike lanes and 50 miles of bike paths. There are many scenic areas for visitors to explore either on two wheels or by foot and there are also horse riding opportunities available here. There are beaches located along Lake Michigan for holidaymakers to relax on in the sunshine. Swimming, canoeing and kayaking can also be enjoyed on the lake. The city offers many other sporting activities including tennis and softball and there are many golf courses located in and around the city. Chicago has numerous restaurants, bars and cafes offering an excellent selection of cuisine from around the world. Self catering holidaymakers will be able to buy food and drink from stores and markets as well as gifts and souvenirs. Chicago has some upscale shopping areas such as the Magnificent Mile and State Street.

Places to visit on holiday to Chicago, USA

Chicago has many wonderful places for holidaymakers to visit including historic buildings and attractions. Tourists can visit various museums and galleries in the city such as the Adler Planetarium and Astronomy Museum, the Field Museum of Natural History and the Shedd Aquarium. As well as the museums visitors can go to the Chicago Cultural Center, which houses the city’s visitor information center, galleries and exhibit halls. Some fantastic sculptures are well worth visiting including the Glass Fountain and the Cloud Gate. Chicago has lots of parks and gardens too with Lincoln Park the second most visited city park in the U.S. Other popular attractions here include Chicago Botanic Garden and Brookfield Zoo. Holidaymakers with a head for heights can get a great view of the city from Skydeck Chicago’s The Ledge, which is 1,350 feet from the ground.

Weather in Chicago, USA

The warmest time of the year in Chicago is July with average high temperatures of almost 29 degrees centigrade. The coldest month is January when average highs are -1 degrees centigrade and average lows are almost -11 degrees. January also see the highest amount of snowfall with an average of 10.7 inches, while august is the wettest month with an average of 4.2 inches of rainfall.

Travel to Chicago, USA

Chicago O’Hare International Airport has flights from many international airports including Amsterdam (AMS), Beijing-Capital (PEK), Brussels (BRU), Dublin (DUB), Frankfurt (FRA), London-Heathrow (LHW), Madrid (MAD), Manchester (MAN), Paris-Charles de Gaulle (CDG), Rome-Fiumicino (FCO), Tokyo-Narita (NRT), Toronto-Pearson (YYZ) and Zurich (ZRH) amongst others. There are taxi and limousine services available at the airport as well as several car rental firms.

Favorite
    Viewed 85 times in the last 48 hours
    Excellent! 4.5/5
    (73 reviews)
    avg/night
    73
    Favorite
      Viewed 80 times in the last 48 hours
      Excellent! 4.7/5
      (53 reviews)
      avg/night
      53
      Favorite
        Viewed 37 times in the last 48 hours
        Wonderful! 4.9/5
        (35 reviews)
        avg/night
        35
        Favorite
          Viewed 130 times in the last 48 hours
          Wonderful! 4.8/5
          (52 reviews)
          avg/night
          52
          Favorite
            Viewed 46 times in the last 48 hours
            Wonderful! 4.8/5
            (61 reviews)
            avg/night
            61
            Favorite
              Viewed 63 times in the last 48 hours
              Wonderful! 4.9/5
              (76 reviews)
              avg/night
              76
              Favorite
                Viewed 78 times in the last 48 hours
                Wonderful! 4.8/5
                (108 reviews)
                avg/night
                108
                Favorite
                  Viewed 94 times in the last 48 hours
                  Excellent! 4.7/5
                  (18 reviews)
                  avg/night
                  18
                  Favorite
                    Viewed 103 times in the last 48 hours
                    Wonderful! 4.8/5
                    (54 reviews)
                    avg/night
                    54
                    Favorite
                      Viewed 57 times in the last 48 hours
                      Wonderful! 4.8/5
                      (42 reviews)
                      avg/night
                      42
                      Favorite
                        Viewed 40 times in the last 48 hours
                        Excellent! 4.7/5
                        (43 reviews)
                        avg/night
                        43
                        Favorite
                          Viewed 58 times in the last 48 hours
                          Wonderful! 4.9/5
                          (34 reviews)
                          avg/night
                          34
                          Favorite
                            Viewed 55 times in the last 48 hours
                            Excellent! 4.5/5
                            (35 reviews)
                            avg/night
                            35
                            Favorite
                              Viewed 114 times in the last 48 hours
                              Wonderful! 4.8/5
                              (27 reviews)
                              avg/night
                              27
                              Favorite
                                Viewed 56 times in the last 48 hours
                                Excellent! 4.7/5
                                (109 reviews)
                                avg/night
                                109
                                Favorite
                                  Viewed 24 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (52 reviews)
                                  avg/night
                                  52
                                  Favorite
                                    Viewed 33 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (51 reviews)
                                    avg/night
                                    51
                                    Favorite
                                      Viewed 38 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (59 reviews)
                                      avg/night
                                      59
                                      Favorite
                                        Viewed 6 times in the last 48 hours
                                        Exceptional! 5/5
                                        (8 reviews)
                                        avg/night
                                        8
                                        Favorite
                                          Viewed 54 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (68 reviews)
                                          avg/night
                                          68
                                          Favorite
                                            Viewed 36 times in the last 48 hours
                                            Exceptional! 5/5
                                            (68 reviews)
                                            avg/night
                                            68
                                            Favorite
                                              Viewed 20 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (26 reviews)
                                              avg/night
                                              26
                                              Favorite
                                                Viewed 36 times in the last 48 hours
                                                Excellent! 4.5/5
                                                (85 reviews)
                                                avg/night
                                                85
                                                Favorite
                                                  Viewed 29 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (35 reviews)
                                                  avg/night
                                                  35
                                                  Favorite
                                                    Viewed 15 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (9 reviews)
                                                    avg/night
                                                    9
                                                    Favorite
                                                      Viewed 48 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (46 reviews)
                                                      avg/night
                                                      46
                                                      Favorite
                                                        Viewed 33 times in the last 48 hours
                                                        Excellent! 4.4/5
                                                        (16 reviews)
                                                        avg/night
                                                        16
                                                        Favorite
                                                          Viewed 42 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (46 reviews)
                                                          avg/night
                                                          46
                                                          Favorite
                                                            Viewed 32 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (72 reviews)
                                                            avg/night
                                                            72
                                                            Favorite
                                                              Viewed 41 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (15 reviews)
                                                              avg/night
                                                              15
                                                              Favorite
                                                                Viewed 36 times in the last 48 hours
                                                                Good! 3.7/5
                                                                (11 reviews)
                                                                avg/night
                                                                11
                                                                Favorite
                                                                  Viewed 18 times in the last 48 hours
                                                                  Very Good! 4.1/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  15
                                                                  Favorite
                                                                    Viewed 111 times in the last 48 hours
                                                                    Excellent! 4.6/5
                                                                    (12 reviews)
                                                                    avg/night
                                                                    12
                                                                    Favorite
                                                                      Viewed 47 times in the last 48 hours
                                                                      Excellent! 4.3/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      11
                                                                      Favorite
                                                                        Viewed 17 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (68 reviews)
                                                                        avg/night
                                                                        68
                                                                        Favorite
                                                                          Viewed 20 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (77 reviews)
                                                                          avg/night
                                                                          77
                                                                          Favorite
                                                                            Viewed 16 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (23 reviews)
                                                                            avg/night
                                                                            23
                                                                            Favorite
                                                                              Viewed 46 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (21 reviews)
                                                                              avg/night
                                                                              21
                                                                              Favorite
                                                                                Viewed 22 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (75 reviews)
                                                                                avg/night
                                                                                75
                                                                                Favorite
                                                                                  Viewed 26 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (40 reviews)
                                                                                  avg/night
                                                                                  40
                                                                                  Favorite
                                                                                    Viewed 23 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (87 reviews)
                                                                                    avg/night
                                                                                    87
                                                                                    Favorite
                                                                                      Viewed 23 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (55 reviews)
                                                                                      avg/night
                                                                                      55
                                                                                      Favorite
                                                                                        Viewed 150 times in the last 48 hours
                                                                                        Very Good! 4.1/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        7
                                                                                        Favorite
                                                                                          Viewed 371 times in the last 48 hours
                                                                                          avg/night
                                                                                          2
                                                                                          Favorite
                                                                                            Viewed 193 times in the last 48 hours
                                                                                            avg/night
                                                                                            2
                                                                                            Favorite
                                                                                              Viewed 334 times in the last 48 hours
                                                                                              Very Good! 4/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              7
                                                                                              Favorite
                                                                                                Viewed 196 times in the last 48 hours
                                                                                                Very Good! 4.2/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                5
                                                                                                Favorite
                                                                                                  Viewed 59 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (15 reviews)
                                                                                                  avg/night
                                                                                                  15
                                                                                                  Favorite
                                                                                                    Viewed 43 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (31 reviews)
                                                                                                    avg/night
                                                                                                    31
                                                                                                    Favorite
                                                                                                      Viewed 23 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      8

                                                                                                      Chicago Holiday Apartments & Rentals (300+)