Finding Cheap Flights to Chicago

Chicago conjures images of model Ts roaring down the street, machine gunners rat-tat-tatting and sneaky outlaws smoking big cigars as they outwit the coppers. Some cities just can't escape their past, but Chicago is doing a great job of re-inventing itself. Whereas at one time those previous images came to mind whenever the Windy City was mentioned, today, Chicago is better recognized for its world famous museums, revered theaters, delicious restaurants and luxury hotels.

As the third-largest city in the United States, Chicago plays host to millions of visitors each year. From the expansive view atop the Sears Tower to the sports heritage of Wrigley and Soldier Field, this city has something for everyone to enjoy. If you are interested in an enlightening vacation, one filled with educational experiences and palate-pleasing delights, then Chicago's mix of high society and high entertainment is for you. Of course, the cost of travel is always a concern for the modern traveler, so if you need help finding cheap flights to Chicago, here are some tips.

Where to Find Cheap Flights to Chicago

The savvy traveler is one who harnesses the power of the Internet for all of their business or pleasure travel planning. In today's competitive marketplace, the Web is simply the best place to find cheap prices on everything from books, clothing and music to travel necessities like hotel reservations and airfare. Without a doubt, it's the first place you should look to find cheap flights to Chicago.

You can also search online for a convenient travel package deal that includes your airfare, accommodations and perhaps tickets to a show at a Chicago theater. You can save on the overall cost by paying for everything together in a single package. This way, finding an affordable hotel in Chicago becomes quite a bit easier.

When to Find Cheap Flights to Chicago

The general rule of thumb in the airline industry is that premium rates are always charged during weekend travel days. Weekdays, however, can be booked at a reduced rate in most cases, simply because the airlines are not running filled to capacity. Choosing a flight on a Tuesday or Wednesday usually offers the best discounts.

If you're planning a holiday visit to Chicago, then the chances of finding a cheap flight to Chicago will be very slim. Always expect to pay full-rate during the holidays.

Where to Arrive in Chicago

There are a few airports that service the area for your Chicago travel. Of course, O'Hare International Airport is the major receiver of flights to Chicago and it's one of the busiest airports in the nation. The second largest airport, Midway International Airport, is only about 30 minutes away from downtown via the CTA Orange Line train. It’s a popular alternative to the crowds at O'Hare. Southwest Airlines is one of the major airlines to fly out of Midway.

There are also two smaller airports close enough to Chicago to be viable travel options as well. The Gary/Chicago International Airport is located in Gary, Indiana and is only about 25 miles from downtown Chicago. The other airport is General Mitchell International Airport, located in Milwaukee. Each of these airports can easily be reached via Amtrak or train from Chicago's Union Station, and both are more than close enough to plenty of Chicago hotels.

With four airports servicing Chicago, the chances of finding a cheap flight is certainly improved. Again, having the Internet at your disposal for finding the best flight deals is the most important advantage any traveler can employ.