$131 Find Cheap Flights from New York LaGuardia Airport to Chicago Midway Airport - Compare and Save

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

• Earliest: departs at 6:00 am and lands at 8:35 am
• Latest: departs at 10:00 pm and lands at 12:35 am.

The flight takes about 2h 35m.

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

• Economy Class
• First Class

A nonstop flight from New York LaGuardia Airport to Chicago Midway Airport takes 2h 35m, covering 722 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 LaGuardia Airport to Chicago Midway Airport range from $242 to $394, with an average of $300 over the past 12 months. Anything below $242 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 35% above the $300 route average. Book 14 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $230 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $300 for nonstop.

Southwest is the only airline operating New York LaGuardia Airport to Chicago Midway Airport flights. 76% of its flights are on time.

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.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and United Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

Morning is the busiest departure period on New York LaGuardia Airport 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 $246 to $1,434. That means the highest observed fare was about 6x higher than the lowest one.

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

One-way fares from New York LaGuardia Airport to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $135, which is 37% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

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

Flights from New York LaGuardia Airport to Chicago Midway Airport usually depart from New York LaGuardia (LGA) and 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 LaGuardia Airport to Chicago Midway Airport route, 24% of flights were delayed in the past 3 months, with delays averaging 2h 18m.

Connecting flights from New York LaGuardia Airport to Chicago Midway Airport most commonly pass through:

• Lambert-St Louis (STL) - 57% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 43% of one-stop connections

Yes. Flexible dates can save you up to 30% on flights from New York LaGuardia Airport to Chicago Midway Airport. Tuesday is the cheapest departure day at $279 round-trip on average, while Sunday is the most expensive at $393, a difference of $114.

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 LaGuardia Airport and Chicago Midway Airport.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 5h 39m, compared with 6h 59m via Atlanta Hartsfield-Jackson (ATL).

Chicago Midway Airport is 1 hour behind New York LaGuardia Airport (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 LaGuardia Airport 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.