New York La Guardia to Chicago Midway Flights

Southwest Airlines is the only airliner who offers flights between La Guardia and Midway. The flight time is approximately 2 Hours 11 Minutes.

The exact cost of the flight we vary quite significantly base on the dates you travel, the time of day you will depart and how long in advance you pre book the flights. The cheapest flights available will generally be mid week or late in the evening, so if you are on a budget then these are the flight times you should consider. Alternatively, you could book well in advance and you flight could be up to 50% cheaper, especially with budget airliners. The ticket prices for most airliners will increase the close you get the departure date, so as soon as you know the date you will travel you should book your flights.

When arriving at Midway don’t forget to set your watch to the local time!

For a full summary of all the airliners that fly from La Guardia to Midway, please see the table below.

AirlinerMoTuWeThFrSaSuFirst FlightLast Flight
Southwest Airlines788775700:3323:30

Southwest Airlines offer the highest number of flights for this route with departures times between 00:33 and 23:30.

You can find the latest flight availability and prices from Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You can also book direct and get their latest discounts.

Flight times for Southwest Airlines are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

DayFlying Time
Monday07:15, 09:20, 11:15, 14:30, 16:30, 18:45 and 21:50
Tuesday06:30, 09:15, 11:10, 14:30, 16:45, 18:55, 21:55 and 23:30
Wednesday00:33, 06:30, 09:15, 11:10, 14:30, 16:45, 18:55 and 21:55
Thursday07:15, 09:20, 11:15, 14:30, 16:30, 18:45 and 21:50
Friday07:15, 09:20, 11:15, 14:30, 16:30, 18:45 and 21:50
Saturday06:00, 09:10, 13:45, 18:40 and 21:55
Sunday07:15, 09:20, 11:15, 14:30, 16:30, 18:45 and 21:50

If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Midway. You can see full details of these below.

RouteStopsDistanceFlying Time
New York La Guardia to Chicago Dupage County01,205 km (749 miles)2 Hours 14 Minutes
New York La Guardia to Grand Rapids Gerald R Ford0992 km (617 miles)1 Hour 59 Minutes
New York La Guardia to Milwaukee General Mitchell01,185 km (736 miles)2 Hours 12 Minutes
New York La Guardia to Madison Dane County Regional01,303 km (810 miles)2 Hours 21 Minutes
New York La Guardia to Chicago O'Hare01,177 km (731 miles)2 Hours 12 Minutes
New York La Guardia to South Bend01,045 km (649 miles)2 Hours 2 Minutes

Please remember to leave plenty of time to get though customers when you are departing form the airports. Flights regulations are getting very strict these days so getting through customs can take in excess of 1 hour in some cases.

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