Pittsburgh to Chicago Midway Flights

If it is your first time travelling to Midway then check out the airliners NetJets, Aircraft Management Group and Southwest Airlines. These airliners all offer direct flights that depart from Pittsburgh International, so you will find flying to Midway is quite easy. The flight time is approximately 1 Hour 34 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 Pittsburgh International to Midway, please see the table below.

AirlinerMoTuWeThFrSaSuFirst FlightLast Flight
Southwest Airlines333332307:5520:55
NetJets000100012:3012:30
Aircraft Management Group100000012:0012:00

Southwest Airlines offer the highest number of flights for this route with departures times between 07:55 and 20:55.

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
Monday07:55, 14:15 and 20:55
Tuesday08:20, 14:10 and 19:10
Wednesday08:20, 14:10 and 19:10
Thursday07:55, 14:15 and 20:55
Friday07:55, 14:15 and 20:55
Saturday06:30 and 20:35
Sunday07:55, 14:15 and 20:55

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
Pittsburgh to Milwaukee General Mitchell0692 km (430 miles)1 Hour 38 Minutes
Pittsburgh to Madison Dane County Regional0809 km (503 miles)1 Hour 46 Minutes
Pittsburgh to Chicago O'Hare0662 km (411 miles)1 Hour 35 Minutes
Pittsburgh to Peoria0799 km (496 miles)1 Hour 45 Minutes
Pittsburgh to South Bend0527 km (328 miles)1 Hour 26 Minutes
Pittsburgh to Waukesha0718 km (446 miles)1 Hour 39 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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