Flights from Chicago Airport (MDW) to Dallas Love Field Airport Airport (DAL)

We've found the cheapest flights to Dallas

Returns from £108.35

One-way from £54.17

Flying from Midway to Love Field is relatively easy as there are 4 who offer direct flights. These airliners include AirShare, Flexjet, NetJets and Southwest Airlines. When travelling from Midway you will cover about 794 miles before you reach Love Field. 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. If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.

Below you will see all the airlines that fly from Midway (MDW) to Love Field (DAL) and the number of flights they operate each day.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines777775605:1020:40VIEW FLIGHTS
NetJets010101109:0019:36VIEW FLIGHTS
Flexjet110000017:3421:30VIEW FLIGHTS
AirShare100000014:3014:30VIEW 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 WN2139, WN2332, WN2492 and WN27 with times between 05:10 and 20:40.

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
05:10
AirlineFlight  No
Southwest AirlinesWN2332
07:40
AirlineFlight  No
Southwest AirlinesWN3980
09:45
AirlineFlight  No
Southwest AirlinesWN366
12:10
AirlineFlight  No
Southwest AirlinesWN3353
14:30
AirlineFlight  No
AirShareXSR337
16:35
AirlineFlight  No
Southwest AirlinesWN2744
19:15
AirlineFlight  No
Southwest AirlinesWN3802
20:35
AirlineFlight  No
Southwest AirlinesWN4791
21:30
AirlineFlight  No
FlexjetLXJ323
VIEW FLIGHTS
Tuesday
05:30
AirlineFlight  No
Southwest AirlinesWN472
08:40
AirlineFlight  No
Southwest AirlinesWN3197
10:00
AirlineFlight  No
Southwest AirlinesWN27
12:25
AirlineFlight  No
Southwest AirlinesWN3762
13:45
AirlineFlight  No
Southwest AirlinesWN366
15:00
AirlineFlight  No
NetJetsEJA726
17:34
AirlineFlight  No
FlexjetLXJ610
18:30
AirlineFlight  No
Southwest AirlinesWN2332
20:40
AirlineFlight  No
Southwest AirlinesWN4791
VIEW FLIGHTS
Wednesday
05:30
AirlineFlight  No
Southwest AirlinesWN472
08:40
AirlineFlight  No
Southwest AirlinesWN3197
10:00
AirlineFlight  No
Southwest AirlinesWN27
12:25
AirlineFlight  No
Southwest AirlinesWN3762
13:45
AirlineFlight  No
Southwest AirlinesWN366
18:30
AirlineFlight  No
Southwest AirlinesWN2332
20:40
AirlineFlight  No
Southwest AirlinesWN4791
VIEW FLIGHTS
Thursday
05:10
AirlineFlight  No
Southwest AirlinesWN2332
07:40
AirlineFlight  No
Southwest AirlinesWN3980
09:45
AirlineFlight  No
Southwest AirlinesWN366
12:10
AirlineFlight  No
Southwest AirlinesWN3353
16:35
AirlineFlight  No
Southwest AirlinesWN2744
19:15
AirlineFlight  No
Southwest AirlinesWN3802
19:36
AirlineFlight  No
NetJetsEJA872
20:35
AirlineFlight  No
Southwest AirlinesWN4791
VIEW FLIGHTS
Friday
05:10
AirlineFlight  No
Southwest AirlinesWN2332
07:40
AirlineFlight  No
Southwest AirlinesWN3980
09:45
AirlineFlight  No
Southwest AirlinesWN366
12:10
AirlineFlight  No
Southwest AirlinesWN3353
16:35
AirlineFlight  No
Southwest AirlinesWN2744
19:15
AirlineFlight  No
Southwest AirlinesWN3802
20:35
AirlineFlight  No
Southwest AirlinesWN4791
VIEW FLIGHTS
Saturday
06:40
AirlineFlight  No
Southwest AirlinesWN2332
08:55
AirlineFlight  No
Southwest AirlinesWN21
14:10
AirlineFlight  No
Southwest AirlinesWN3776
15:21
AirlineFlight  No
NetJetsEJA392
17:55
AirlineFlight  No
Southwest AirlinesWN2744
20:30
AirlineFlight  No
Southwest AirlinesWN3802
VIEW FLIGHTS
Sunday
07:30
AirlineFlight  No
Southwest AirlinesWN2492
09:00
AirlineFlight  No
NetJetsEJA392
09:05
AirlineFlight  No
Southwest AirlinesWN3480
10:40
AirlineFlight  No
Southwest AirlinesWN366
14:25
AirlineFlight  No
Southwest AirlinesWN2139
17:25
AirlineFlight  No
Southwest AirlinesWN3802
19:55
AirlineFlight  No
Southwest AirlinesWN4791
VIEW FLIGHTS

Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Chicago Dupage County to Dallas Love Field02 Hours 18 Minutes
Lafayette Purdue University to Dallas Love Field02 Hours 15 Minutes
Milwaukee General Mitchell to Dallas Love Field02 Hours 25 Minutes
Madison Dane County Regional to Dallas Love Field02 Hours 22 Minutes
Chicago O'Hare to Dallas Love Field02 Hours 19 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 - Chicago (MDW) to Dallas (DAL)

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Chicago MDW to Dallas DAL?
The cheapest direct flight one way from Chicago MDW to Dallas DAL is £54.17 ($73 €64.44)
£54.17
$73 | €64.44
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Chicago MDW to Dallas DAL?
The cheapest direct return flight from Chicago MDW to Dallas DAL is £108.35 ($146 €128.87)
£108.35
$146 | €128.87
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 MDW to DAL

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

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

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