Flights from Dallas Airport DAL to Chicago Airport MDW

We've found the cheapest flights to Chicago

Returns from £115.36

One-way from £57.68

Flying from Love Field to Midway is relatively easy as there are 2 who offer direct flights. These airliners include Flexjet and Southwest Airlines. When travelling from Love Field you will cover about 794 miles before you reach Midway. This journey will take 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. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. The ticket prices for most airliners will increase the closer 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.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines766774706:0021:40VIEW FLIGHTS
Flexjet100000016:0516:05VIEW FLIGHTS

Most people choose to fly with Southwest Airlines. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers WN1186, WN1211, WN1400 and WN2210 with times between 06:00 and 21:40.

If you would like more information on this flight the please visit the website for Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You will be able to find the latest availability, prices and make your booking online.

Flight times for the route 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.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
06:00
AirlineFlight  No
Southwest AirlinesWN1211
07:20
AirlineFlight  No
Southwest AirlinesWN2240
10:45
AirlineFlight  No
Southwest AirlinesWN2241
14:20
AirlineFlight  No
Southwest AirlinesWN2853
16:05
AirlineFlight  No
FlexjetLXJ323
18:35
AirlineFlight  No
Southwest AirlinesWN1400
20:20
AirlineFlight  No
Southwest AirlinesWN2619
21:40
AirlineFlight  No
Southwest AirlinesWN2251
VIEW FLIGHTS
Tuesday
08:10
AirlineFlight  No
Southwest AirlinesWN2240
10:20
AirlineFlight  No
Southwest AirlinesWN2241
12:15
AirlineFlight  No
Southwest AirlinesWN312
14:50
AirlineFlight  No
Southwest AirlinesWN2853
17:00
AirlineFlight  No
Southwest AirlinesWN2251
19:20
AirlineFlight  No
Southwest AirlinesWN4510
VIEW FLIGHTS
Wednesday
08:10
AirlineFlight  No
Southwest AirlinesWN2240
10:20
AirlineFlight  No
Southwest AirlinesWN2241
12:15
AirlineFlight  No
Southwest AirlinesWN312
14:50
AirlineFlight  No
Southwest AirlinesWN2853
17:00
AirlineFlight  No
Southwest AirlinesWN2251
19:20
AirlineFlight  No
Southwest AirlinesWN4510
VIEW FLIGHTS
Thursday
06:00
AirlineFlight  No
Southwest AirlinesWN1211
07:20
AirlineFlight  No
Southwest AirlinesWN2240
10:45
AirlineFlight  No
Southwest AirlinesWN2241
14:20
AirlineFlight  No
Southwest AirlinesWN2853
18:35
AirlineFlight  No
Southwest AirlinesWN1400
20:20
AirlineFlight  No
Southwest AirlinesWN2619
21:40
AirlineFlight  No
Southwest AirlinesWN2251
VIEW FLIGHTS
Friday
06:00
AirlineFlight  No
Southwest AirlinesWN1211
07:20
AirlineFlight  No
Southwest AirlinesWN2240
10:45
AirlineFlight  No
Southwest AirlinesWN2241
14:20
AirlineFlight  No
Southwest AirlinesWN2853
18:35
AirlineFlight  No
Southwest AirlinesWN1400
20:20
AirlineFlight  No
Southwest AirlinesWN2619
21:40
AirlineFlight  No
Southwest AirlinesWN2251
VIEW FLIGHTS
Saturday
06:45
AirlineFlight  No
Southwest AirlinesWN1211
10:20
AirlineFlight  No
Southwest AirlinesWN2241
14:25
AirlineFlight  No
Southwest AirlinesWN2853
16:45
AirlineFlight  No
Southwest AirlinesWN2303
VIEW FLIGHTS
Sunday
06:20
AirlineFlight  No
Southwest AirlinesWN1211
07:55
AirlineFlight  No
Southwest AirlinesWN2240
10:45
AirlineFlight  No
Southwest AirlinesWN2241
14:45
AirlineFlight  No
Southwest AirlinesWN1186
17:50
AirlineFlight  No
Southwest AirlinesWN2549
19:20
AirlineFlight  No
Southwest AirlinesWN2210
21:10
AirlineFlight  No
Southwest AirlinesWN4642
VIEW FLIGHTS

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.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Dallas Addison to Chicago Midway02 Hours 18 Minutes
Corsicana to Chicago Midway02 Hours 22 Minutes
Dallas to Chicago Midway02 Hours 19 Minutes
Oklahoma City Will Rogers World to Chicago Midway02 Hours 7 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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Flight Price FAQ - Dallas (DAL) to Chicago (MDW)

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Dallas DAL to Chicago MDW?
The cheapest direct flight one way from Dallas DAL to Chicago MDW is £57.68 ($78 €66.54)
£57.68
$78 | €66.54
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Dallas DAL to Chicago MDW?
The cheapest direct return flight from Dallas DAL to Chicago MDW is £115.36 ($156 €133.08)
£115.36
$156 | €133.08
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from DAL to MDW

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Flight Info FAQ - Dallas (DAL) to Chicago (MDW)

Who flies from Dallas to Chicago?
The following airlines fly from Dallas (DAL) to Chicago (MDW): Flexjet, Southwest Airlines.
How far is the flight from Dallas to Chicago?
The flight from Dallas to Chicago is 1,277KM or 794 miles.
How long does the flight from Dallas to Chicago to take?
The flight from Dallas to Chicago takes 2 Hours 19 Minutes.

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