Chicago, also known as, the "Windy City, was made infamous in the early 20th century because of the criminal exploits of John Dilinger, Al Capone, Frank Nitti and other Prohibition bootleggers, is today one of the most dynamic cities in the midwest to visit. Chicago is interesting in regards to its proportions in that it's a relatively narrow city nestled along Lake Michigan. This fact along with its great transportation system, makes it relatively easy for tourists to get around and see all of its historic parks, attractions and brownstone neighborhoods. v Sears Tower: (Loop area) 110 story skyscraper, the tallest in the world until 1996 when the completion of a Malaysian building exceeded it. The impressive Skydeck has views of neighboring states on a clear day.

Navy Pier: (Near North area) Great shopping area with promenades, fountains, gardens, shops, restaurants, bars, and even a carousel and ferris wheel.

Second City: (Lincoln Park on N. Wells St.) Improv theatre where John Belushi, Bill Murray and Chris Farley, amongst others, got their start in comedy and acting. Shows running daily.

Marshall Field's: (Loop area) Massive 100+ year old department store crowned with a picturesque dome, and who greets its many visitors with a landmark clock at the entrance.

Wrigley Field: Built in 1914, this baseball stadium with ivy covered outfield walls is home to the Chicago Cubs.

From October through May, travel to Chicago is a lot cheaper and surprising deals are available. Also, hotel rooms, flights and car rentals during the weekdays are drastically cheaper than on weekends. Good luck on finding cheap flights to Chicago and surrounding areas in the midwest, including cheap vacation packages, hotels and car rentals.