€94 Cheap Flights New York to Chicago (JFK-MDW)

View €94 flight on Wed, 20 May 2026Opens in a new window

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

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Cheap flights from New York to Chicago (JFK-MDW)

Prices were available within the past 7 days and start at €94 for one-way flights and €221 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sun, 3 May - Tue, 12 May
JFK
New York
MDW
Chicago
€221 Return, found 3 days ago
€221
Return
found 3 days ago
Select Delta flight, departing Sun, 3 May from New York to Chicago, returning Tue, 12 May, priced at €221 found 3 days ago
Delta
Sat, 25 Apr - Mon, 27 Apr
JFK
New York
MDW
Chicago
€256 Return, found 6 days ago
€256
Return
found 6 days ago
Select Delta flight, departing Sat, 25 Apr from New York to Chicago, returning Mon, 27 Apr, priced at €256 found 6 days ago
Delta
Sun, 3 May - Tue, 12 May
JFK
New York
MDW
Chicago
€260 Return, found 3 days ago
€260
Return
found 3 days ago
Select Delta flight, departing Sun, 3 May from New York to Chicago, returning Tue, 12 May, priced at €260 found 3 days ago
Delta
Sat, 25 Apr - Mon, 27 Apr
JFK
New York
MDW
Chicago
€281 Return, found 6 days ago
€281
Return
found 6 days ago
Select Delta flight, departing Sat, 25 Apr from New York to Chicago, returning Mon, 27 Apr, priced at €281 found 6 days ago
Delta
Thu, 30 Apr - Mon, 4 May
JFK
New York
MDW
Chicago
€298 Return, found 2 days ago
€298
Return
found 2 days ago
Select Delta flight, departing Thu, 30 Apr from New York to Chicago, returning Mon, 4 May, priced at €298 found 2 days ago
Delta
Sat, 25 Apr - Mon, 27 Apr
JFK
New York
MDW
Chicago
€304 Return, found 6 days ago
€304
Return
found 6 days ago
Select Delta flight, departing Sat, 25 Apr from New York to Chicago, returning Mon, 27 Apr, priced at €304 found 6 days ago
Delta
Sat, 25 Apr - Mon, 27 Apr
JFK
New York
MDW
Chicago
€309 Return, found 6 days ago
€309
Return
found 6 days ago
Select Delta flight, departing Sat, 25 Apr from New York to Chicago, returning Mon, 27 Apr, priced at €309 found 6 days ago
Delta
Thu, 30 Apr - Mon, 4 May
JFK
New York
MDW
Chicago
€317 Return, found 5 days ago
€317
Return
found 5 days ago
Select Delta flight, departing Thu, 30 Apr from New York to Chicago, returning Mon, 4 May, priced at €317 found 5 days ago
Delta
Thu, 30 Apr - Mon, 4 May
JFK
New York
MDW
Chicago
€322 Return, found 2 days ago
€322
Return
found 2 days ago
Select Delta flight, departing Thu, 30 Apr from New York to Chicago, returning Mon, 4 May, priced at €322 found 2 days ago
Delta
Sat, 25 Apr - Mon, 27 Apr
JFK
New York
MDW
Chicago
€326 Return, found 6 days ago
€326
Return
found 6 days ago
Select Delta flight, departing Sat, 25 Apr from New York to Chicago, returning Mon, 27 Apr, priced at €326 found 6 days 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 €176
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from €176

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 €221. 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.
Return price
€220
Distance
1166 km

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