Dallas Airport (DAL) Flights to Chicago Airport (MDW)

We've found the cheapest flights to Chicago

Returns from £112.87

One-way from £56.44

Flying from Love Field to Midway is relatively easy as there are 2 who offer direct flights. These airliners include NetJets and Southwest Airlines. The flight time is approximately 2 Hours 19 Minutes.

The cost of ticket prices to Midway United States can vary quite considerably if you travel at certain times of the week especially at weekends. 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. Flight to Midway will get more expensive the nearer you get the departure date, so it’s advisable to book in advance if it is possible.

To see all airliners that offer flights between Love Field and Midway please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines766667606:4022:00VIEW FLIGHTS
NetJets001100014:0015:30VIEW 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 WN1191, WN1923, WN2302 and WN2317 with times between 06:40 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
07:40
AirlineFlight  No
Southwest AirlinesWN663
08:00
AirlineFlight  No
Southwest AirlinesWN8501
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
14:00
AirlineFlight  No
NetJetsEJA513
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
15:30
AirlineFlight  No
NetJetsEJA508
17:30
AirlineFlight  No
Southwest AirlinesWN2317
19:45
AirlineFlight  No
Southwest AirlinesWN4262
22:00
AirlineFlight  No
Southwest AirlinesWN4522
VIEW FLIGHTS
Friday
07:40
AirlineFlight  No
Southwest AirlinesWN663
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
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
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 the airlines stated don’t offer flights that suite your travel times, you could look at alternative options. Below we have summarised flights from alternative departures airports and flights that are not direct.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Dallas to Chicago Midway02 Hours 19 Minutes
Oklahoma City Will Rogers World to Chicago Midway02 Hours 7 Minutes

A useful tip to save money to exchange money before you go, or go to a bureau de change outside of the airport when you arrive. The exchange rate within the airport are not very good so try to avoid changing money their if you can.

Don't forget to book a hire car!

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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 £56.44 ($73 €67.64)
£56.44
$73 | €67.64
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 £112.87 ($146 €135.27)
£112.87
$146 | €135.27
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): 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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