$129 Find Cheap Flights from New York to Chicago Midway Airport - Compare and Save

These are the earliest and latest flight times available from New York to Chicago Midway Airport:

• Earliest: departs at 6:30 am and lands at 9:07 am
• Latest: departs at 10:00 pm and lands at 12:37 am.

The flight takes about 2h 37m.

Only Economy Class is available on flights from New York to Chicago Midway Airport.

A nonstop flight from New York to Chicago Midway Airport takes 2h 37m, covering 717 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from New York to Chicago Midway Airport range from $198 to $379, with an average of $286 over the past 12 months. Anything below $198 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 17% above the $286 route average. Book 13 weeks before departure for the lowest fares.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $286 round-trip, compared to $323 via a layover through Atlanta Hartsfield-Jackson (ATL).

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on New York to Chicago Midway Airport flights, with 43% of flights leaving in that window. Afternoon departures account for 29%, evening flights for 28%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $247 to $1,885. That means the highest observed fare was about 8x higher than the lowest one.

JetBlue is the only airline on the New York to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from New York to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $155, which is 19% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Flights from New York to Chicago Midway Airport may depart from several airports in New York area, including Newark (EWR), New York John F Kennedy Intl (JFK) and New York LaGuardia (LGA). Flights usually arrive at Chicago Midway (MDW).

Morning flights have the fewest delays on this route, while night departures tend to have the most.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the New York to Chicago Midway Airport route, 25% of flights were delayed in the past 3 months, with delays averaging 2h 13m.

One-stop flights from New York to Chicago Midway Airport most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 54% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 38% of one-stop connections
• Lambert-St Louis (STL) - 6% of one-stop connections
• Minneapolis St Paul (MSP) - 1% of one-stop connections

Yes. Flexible dates can save you up to 16% on flights from New York to Chicago Midway Airport. Tuesday is the cheapest departure day at $258 round-trip on average, while Monday is the most expensive at $305, a difference of $47.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Only Southwest operates flights between New York and Chicago Midway Airport.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 33m, compared with 5h 32m via Minneapolis St Paul (MSP) and 5h 39m via Lambert-St Louis (STL).

Chicago Midway Airport is 1 hour behind New York (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Among airlines operating New York to Chicago Midway Airport flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.