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

View AU$212 flight on Mon, 4 May 2026Opens in a new window

Popular airlines from John F. Kennedy International Airport (JFK) to Chicago Midway Airport (MDW)

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$953 Return, found 17 hours ago
AU$953
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$953 found 17 hours ago
Delta
Fri, 3 July - Sun, 12 July
JFK
New York
MDW
Chicago
AU$978 Return, found 21 hours ago
AU$978
Return
found 21 hours ago
Select Delta flight, departing Fri, 3 July from New York to Chicago, returning Sun, 12 July, priced at AU$978 found 21 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,010 Return, found 17 hours ago
AU$1,010
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,010 found 17 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,053 Return, found 17 hours ago
AU$1,053
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,053 found 17 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,095 Return, found 17 hours ago
AU$1,095
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,095 found 17 hours ago
Delta
Fri, 3 July - Sun, 12 July
JFK
New York
MDW
Chicago
AU$1,101 Return, found 21 hours ago
AU$1,101
Return
found 21 hours ago
Select Delta flight, departing Fri, 3 July from New York to Chicago, returning Sun, 12 July, priced at AU$1,101 found 21 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,102 Return, found 17 hours ago
AU$1,102
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,102 found 17 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,109 Return, found 17 hours ago
AU$1,109
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,109 found 17 hours ago
Delta
Sun, 10 May - Sun, 17 May
JFK
New York
MDW
Chicago
AU$1,125 Return, found 17 hours ago
AU$1,125
Return
found 17 hours ago
Select Delta flight, departing Sun, 10 May from New York to Chicago, returning Sun, 17 May, priced at AU$1,125 found 17 hours ago
Delta
Fri, 3 July - Sun, 12 July
JFK
New York
MDW
Chicago
AU$1,147 Return, found 21 hours ago
AU$1,147
Return
found 21 hours ago
Select Delta flight, departing Fri, 3 July from New York to Chicago, returning Sun, 12 July, priced at AU$1,147 found 21 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from AU$394
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from AU$394

Frequently asked questions

How much is a flight from JFK Airport to 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 AU$953. 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.
Do I need to pay a cancellation fee if I cancel my flight from JFK to Midway Intl. Airport (MDW)?
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.
How do I find cheap flights from JFK to Midway Airport that have flexible change policies?
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.
How far is the flight from John F. Kennedy Intl. Airport (JFK) to MDW?
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!
Which airlines fly direct from JFK to Chicago Airport?
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.
Are John F. Kennedy Intl. Airport (JFK) to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
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.

Travel information

Origin airport
John F. Kennedy Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Return price
AU$952
Distance
1166 km

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