Dallas Love Field to Chicago Midway Flights

If it is your first time travelling to Midway then check out the airliners Flexjet, Delta Air Lines and Southwest Airlines. These airliners all offer direct flights that depart from Love Field, so you will find flying to Midway is quite easy. The flight time is approximately 2 Hours 19 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.

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

AirlinerMoTuWeThFrSaSuFirst FlightLast Flight
Southwest Airlines766788700:5022:45
Flexjet100100008:3708:55
Delta Air Lines110000000:4122:45

Southwest Airlines offer the highest number of flights for this route with departures times between 00:50 and 22:45.

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
Monday00:50, 07:05, 09:50, 13:35, 16:50, 18:40 and 20:25
Tuesday07:05, 09:50, 13:35, 16:50, 18:40 and 20:25
Wednesday07:05, 09:50, 13:35, 16:50, 18:40 and 20:25
Thursday07:15, 08:30, 12:15, 16:00, 17:30, 20:30 and 22:45
Friday00:50, 06:35, 08:45, 12:40, 14:00, 17:55, 19:55 and 22:15
Saturday00:20, 06:30, 08:35, 12:20, 14:05, 17:30, 20:00 and 21:25
Sunday06:35, 08:45, 12:40, 14:00, 17:55, 19:55 and 22:15

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
Dallas Love Field to Grand Rapids Gerald R Ford01,492 km (927 miles)2 Hours 34 Minutes
Dallas Love Field to Janesville01,284 km (798 miles)2 Hours 19 Minutes
Dallas Love Field to Milwaukee General Mitchell01,369 km (851 miles)2 Hours 25 Minutes
Dallas Love Field to Chicago O'Hare01,285 km (798 miles)2 Hours 19 Minutes
Dallas Love Field to Chicago Pal Waukee01,283 km (798 miles)2 Hours 19 Minutes
Dallas Love Field to South Bend01,354 km (841 miles)2 Hours 24 Minutes
Dallas Love Field to Waukegan01,320 km (820 miles)2 Hours 22 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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