RM653 Cheap Flights from New York (JFK) to Chicago (MDW)

Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from JFK to Midway Airport was RM2,565. Cheap fares don’t stick around for long, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.

Most flights can be conveniently cancelled online, but whether or not you incur a fee differs between airlines. If you do have to cancel your trip, follow the instructions in the Customer Service Portal.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for JFK to MDW flights, you’ll see a “no change fees” filter for you to select.

It’s just 1,150 kilometres between JFK and Chicago Airport. Chances are you’ll spend more time travelling to and from the airport than actually flying!

If you want to travel straight from JFK Airport to Midway Intl. Airport (MDW), you’ll need to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly on this route.

Late planners can occasionally score a bargain, with some of the cheapest fares from JFK Airport to Midway Airport appearing a few weeks before the departure date. If you’d rather plan ahead of time, Expedia compares and updates all the best flight deals frequently — as early as 12 months in advance in some cases. It does depend on the carrier though, as not all airlines advertise prices so far in advance.