$122 Find Cheap Flights from Chicago Midway Airport to New York - Compare and Save

Among airlines operating Chicago Midway Airport to New York flights:

• Southwest: offers free seat selection

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

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

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

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 travelers should check the fare details before booking.

Two cabin classes are available on flights from Chicago Midway Airport to New York:

• Economy Class
• First Class

On this route, nonstop and layover fares are close on average, with nonstop at $231 round-trip and layover options via Lambert-St Louis (STL) at $232.

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.

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

• Atlanta Hartsfield-Jackson (ATL) - 74% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 23% of one-stop connections
• Lambert-St Louis (STL) - 3% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 26% on the Chicago Midway Airport to New York route. Tuesday is the cheapest departure day at $212 round-trip on average, while Monday is the most expensive at $284, a difference of $72. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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 Chicago Midway Airport to New York route, 23% of flights were delayed in the past 3 months, with delays averaging 1 hour 56 minutes.

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

Some of the most popular sights in New York are Times Square, New York City Center and Madison Square Garden. These are among the most viewed places in New York on KAYAK.

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

• Earliest: departs at 5:00 am and lands at 7:06 am
• Latest: departs at 8:00 pm and lands at 10:06 pm.

The flight takes about 2h 06m.

Last-minute fares on this route - booked within 2 weeks of departure - run 40% above the route average of $232. Book 11 weeks before departure for the lowest fares.

A nonstop flight from Chicago Midway Airport to New York takes 2h 06m, 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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $227 to $1,700. That means the highest observed fare was about 7x higher than the lowest one.

One-way fares from Chicago Midway Airport to New York are currently lower than usual. Average one-way flight prices are about $128, which is 32% below the typical average for this route.

Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 32m, compared with 6h 29m via Lambert-St Louis (STL) and 7h 43m via Atlanta Hartsfield-Jackson (ATL).

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

Since New York is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near New York John F Kennedy Intl Airport (JFK) — daily rates from around $21:

· Ace
· Budget
· Hertz
· Dollar
· Avis

Near New York LaGuardia Airport (LGA) — daily rates from around $16:

· Ace
· Budget
· Hertz
· Dollar
· Avis

Near Newark Airport (EWR) — daily rates from around $28:

· Ace
· Budget
· Alamo
· Dollar
· Hertz

Round-trip flights from Chicago Midway Airport to New York range from $153 to $347, with an average of $232 over the past 12 months. Anything below $153 counts as a good deal.

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