Cheap Flight Tickets from New York (JFK) to Chicago (MDW), Starting at $134

Good to Know: Cheapest and Fastest JFK - MDW Flights

Useful information for finding best airline tickets from John F Kennedy International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$353

DL Delta Airlines • 1 stop • 10h 33m

Sep 25 – Sep 27

The cheapest round trip flight from New York to Chicago (JFK-MDW-JFK) is currently $353

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Cheapest One way Flight

$172

DL Delta Airlines • 1 stop • 10h 10m

Sep 23

The cheapest one way flight from New York to Chicago (JFK-MDW) is currently $172

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Fastest Flight

9h 11m

The fastest nonstop flight from New York to Chicago (JFK-MDW) takes 9h 11m

Top Airlines Flying from New York to Chicago

Delta Airline, DL

Delta Airlines

Latest Flight Deals from New York (JFK) to Chicago (MDW)

Compare and book low fare round-trip air tickets from New York to Chicago. Ideal for travelers with confirmed return itineraries.

Sep 25 - Sep 27, Economy
DL
New York → Chicago
10h 33m
1:00 PM - 6:33 PM • 1 stop
DL
New York → Chicago
3h 44m
10:25 AM - 1:49 PM • nonstop
$353
Delta Airlines
Sep 25 - Sep 25, Economy
DL
New York → Chicago
10h 24m
7:15 AM - 12:39 PM • 1 stop
DL
New York → Chicago
4h 3m
6:00 PM - 9:43 PM • nonstop
$661
Delta Airlines
Sep 25 - Sep 25, Economy
DL
New York → Chicago
10h 44m
6:00 AM - 11:44 AM • 1 stop
DL
New York → Chicago
4h 3m
6:00 PM - 9:43 PM • nonstop
$761
Delta Airlines
Sep 25 - Sep 25, Economy
DL
New York → Chicago
10h 24m
7:15 AM - 12:39 PM • 1 stop
DL
New York → Chicago
10h 49m
5:10 PM - 12:59 AM • 1 stop
$776
Delta Airlines
Sep 25 - Sep 25, Economy
DL
New York → Chicago
10h 44m
6:00 AM - 11:44 AM • 1 stop
DL
New York → Chicago
10h 49m
5:10 PM - 12:59 AM • 1 stop
$876
Delta Airlines
Sep 25 - Sep 25, Economy
DL
New York → Chicago
11h 50m
7:10 AM - 1:20 PM • 1 stop
DL
New York → Chicago
4h 3m
6:00 PM - 9:43 PM • nonstop
$881
Delta Airlines

Fly from New York to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from New York to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on New York to Chicago Flights

What are the airports in New York?
JFK,LGA,EWR
What’s the most popular airline flying from JFK to MDW?
The most popular airline flying from New York to Chicago are
Can I fly from JFK to MDW non-stop?
NO
Which airlines fly nonstop between New York and Chicago?
The non-stop flights between New York and Chicago are .
What’s the earliest departure time from JFK to MDW Airport?
The earliest flight leaves JFK at 6:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my New York to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from JFK to MDW?
Read the fare rules of the New York to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from New York and Chicago?
operate flights between New York and Chicago
How long does a flight from New York to Chicago take?
It takes approximately 2 hour to fly non-stop from JFK to MDW, which is 731.63 miles by air.
Which airlines provide the cheapest flights from New York (JFK) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from JFK were found on DL : USD 378
Do I need a passport to fly between JFK and MDW?
No
What’s the latest departure time from JFK to MDW ?
The last flight leaves JFK at 5:34 pm

New York (JFK) to Chicago (MDW): Airport Information

Origin Airport John F Kennedy International , New York, US
Destination Airport Chicago Midway International , Chicago, US
Distance 732 miles

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