Flights from Dallas Airport DAL to Chicago Airport MDW

We've found the cheapest flights to Chicago

Returns from £136.88

One-way from £68.05

Flying from Love Field to Midway is relatively easy as there are 6 who offer direct flights. These airliners include National Jets, Leviate Air Group, Delta Air Lines, Flexjet, NetJets 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 Airlines866667606:1522:00VIEW FLIGHTS
NetJets000130007:3017:06VIEW FLIGHTS
Flexjet000020010:0014:07VIEW FLIGHTS
National Jets000010009:2809:28VIEW FLIGHTS
Leviate Air Group000010006:0006:00VIEW FLIGHTS
Delta Air Lines0000010VIEW 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 WN1191, WN1923, WN2302 and WN2317 with times between 06:15 and 22:00.

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
06:15
AirlineFlight  No
Southwest AirlinesWN8504
07:40
AirlineFlight  No
Southwest AirlinesWN663
10:20
AirlineFlight  No
Southwest AirlinesWN8506
11:05
AirlineFlight  No
Southwest AirlinesWN2302
13:15
AirlineFlight  No
Southwest AirlinesWN1923
17:30
AirlineFlight  No
Southwest AirlinesWN2317
19:45
AirlineFlight  No
Southwest AirlinesWN4262
22:00
AirlineFlight  No
Southwest AirlinesWN4522
VIEW FLIGHTS
Tuesday
06:40
AirlineFlight  No
Southwest AirlinesWN663
09:30
AirlineFlight  No
Southwest AirlinesWN4522
13:55
AirlineFlight  No
Southwest AirlinesWN2302
15:45
AirlineFlight  No
Southwest AirlinesWN2317
18:05
AirlineFlight  No
Southwest AirlinesWN4262
20:20
AirlineFlight  No
Southwest AirlinesWN595
VIEW FLIGHTS
Wednesday
06:40
AirlineFlight  No
Southwest AirlinesWN663
09:30
AirlineFlight  No
Southwest AirlinesWN4522
13:55
AirlineFlight  No
Southwest AirlinesWN2302
15:45
AirlineFlight  No
Southwest AirlinesWN2317
18:05
AirlineFlight  No
Southwest AirlinesWN4262
20:20
AirlineFlight  No
Southwest AirlinesWN595
VIEW FLIGHTS
Thursday
07:40
AirlineFlight  No
Southwest AirlinesWN663
11:05
AirlineFlight  No
Southwest AirlinesWN2302
13:15
AirlineFlight  No
Southwest AirlinesWN1923
14:00
AirlineFlight  No
NetJetsEJA241
17:30
AirlineFlight  No
Southwest AirlinesWN2317
19:45
AirlineFlight  No
Southwest AirlinesWN4262
22:00
AirlineFlight  No
Southwest AirlinesWN4522
VIEW FLIGHTS
Friday
06:00
AirlineFlight  No
Leviate Air GroupSBE808
07:30
AirlineFlight  No
NetJetsEJA923
07:40
AirlineFlight  No
Southwest AirlinesWN663
09:28
AirlineFlight  No
National JetsEGS130
10:00
AirlineFlight  No
FlexjetLXJ660
11:05
AirlineFlight  No
Southwest AirlinesWN2302
13:15
AirlineFlight  No
Southwest AirlinesWN1923
13:30
AirlineFlight  No
NetJetsEJA936
14:07
AirlineFlight  No
FlexjetLXJ405
17:06
AirlineFlight  No
NetJetsEJA529
17:30
AirlineFlight  No
Southwest AirlinesWN2317
19:45
AirlineFlight  No
Southwest AirlinesWN4262
22:00
AirlineFlight  No
Southwest AirlinesWN4522
VIEW FLIGHTS
Saturday
00:05
AirlineFlight  No
Southwest AirlinesWN4522
06:00
AirlineFlight  No
Southwest AirlinesWN1581
08:10
AirlineFlight  No
Southwest AirlinesWN247
13:25
AirlineFlight  No
Southwest AirlinesWN1923
16:30
AirlineFlight  No
Delta Air LinesDL8953
17:05
AirlineFlight  No
Southwest AirlinesWN2317
19:20
AirlineFlight  No
Southwest AirlinesWN4262
21:15
AirlineFlight  No
Southwest AirlinesWN595
VIEW FLIGHTS
Sunday
06:50
AirlineFlight  No
Southwest AirlinesWN1191
10:25
AirlineFlight  No
Southwest AirlinesWN2302
14:45
AirlineFlight  No
Southwest AirlinesWN1923
17:50
AirlineFlight  No
Southwest AirlinesWN2317
19:50
AirlineFlight  No
Southwest AirlinesWN595
21:25
AirlineFlight  No
Southwest AirlinesWN4522
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 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 £68.05 ($88 €81.68)
£68.05
$88 | €81.68
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 £136.88 ($177 €164.29)
£136.88
$177 | €164.29
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): Delta Air Lines, Flexjet, Leviate Air Group, National Jets, NetJets, 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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