Chicago is the perfect Midwestern city to enjoy scenic suburban living still close to modern city amenities.

Chicago may not be the first city to come to mind when picturing retirement destinations, yet its beautiful suburbs are home to a surprising number of impressive active adult communities. The Windy City is also a great place for an urban vacation, as it offers world-class restaurants, retail centers and performing arts venues. Visitors can catch a game at Wrigley Field, shop the Magnificent Mile or check out suburban communities for a future relocation.

Located in Northeastern Illinois, along the shore of Lake Michigan, Chicago has become one of the largest cities in the United States. The city’s rich history dates to the 1830s, but it has since developed into an international hub for commerce, finance, telecommunications and transportation. This mix of historic charm and modern advancement is reflected in the city’s impressive skyline, which includes two of the country’s tallest towers: the Willis Tower (formerly called the Sears Tower) and Trump International Hotel and Tower.

The climate in Chicago includes four distinct seasons. Summers are hot and humid with average daytime highs in the mid-80s, although days over 100 degrees are not uncommon. Snowy winters bring cold days with temperatures in the mid-30s and even colder nights with lows dropping to the high teens or low 20s. During the spring and fall, Chicago typically offers mild weather with clear skies and low humidity.


Sun City Huntley was the first Del Webb community in the entire Midwest and holds numerous honors.

As one of the country’s largest cities, Chicago provides countless opportunities for social and cultural recreation. The Magnificent Mile and State Street offer upscale shopping, while Navy Pier houses an eclectic mix of retail, restaurants and cultural attractions. Museums and performing arts venues are plentiful, and sports fans love to cheer for the city’s professional teams, including the Chicago Cubs, the Chicago White Sox, the Chicago Bears, the Chicago Bulls and the Chicago Blackhawks.

In addition to its year-round attractions, Chicago is also home to many annual street festivals and regional fairs. Just a few of these popular events include the Chicago Blues Festival, Taste of Chicago, the 57th Street Art Fair, Lollapalooza and the Chicago Jazz Festival. And, of course, a visit to Chicago wouldn’t be complete without tasting the city’s famous deep-dish pizza.

Active adults who dream of relocating to Chicago will find a variety of appealing communities throughout the region. Known as Chicagoland, the city’s suburbs offer midwest scenic beauty along with close proximity to urban attractions. Large, age-restricted communities like Sun City Huntley or Carillon offer resort-style living with spacious clubhouses, challenging golf courses and diverse amenities. There are also more intimate neighborhoods, such as Regency at Bowes Creek Country Club or Regency at the Glen, and several mid-sized communities in between.

With an abundance of suburban active adult communities and a countless range of urban attractions, the Chicago area is a great place for a vacation or a midwest retirement.