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

Flying from Love Field to Midway is relatively easy as there are 3 who offer direct flights. These airliners include NetJets, Flexjet 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 Airlines776775700:5022:45VIEW FLIGHTS
NetJets100000013:5413:54VIEW FLIGHTS
Flexjet010000007:0607:06VIEW 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 WN1317, WN1413, WN1548 and WN1741 with times between 00:50 and 22:45.

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
07:15
AirlineFlight  No
Southwest AirlinesWN938
08:30
AirlineFlight  No
Southwest AirlinesWN4696
12:15
AirlineFlight  No
Southwest AirlinesWN1741
13:54
AirlineFlight  No
NetJetsEJA699
16:00
AirlineFlight  No
Southwest AirlinesWN2564
17:30
AirlineFlight  No
Southwest AirlinesWN2329
20:30
AirlineFlight  No
Southwest AirlinesWN3865
22:45
AirlineFlight  No
Southwest AirlinesWN5269
VIEW FLIGHTS
Tuesday
00:50
AirlineFlight  No
Southwest AirlinesWN5269
07:05
AirlineFlight  No
Southwest AirlinesWN1969
07:06
AirlineFlight  No
FlexjetLXJ416
09:50
AirlineFlight  No
Southwest AirlinesWN1548
13:35
AirlineFlight  No
Southwest AirlinesWN2564
16:50
AirlineFlight  No
Southwest AirlinesWN3687
18:40
AirlineFlight  No
Southwest AirlinesWN1413
20:25
AirlineFlight  No
Southwest AirlinesWN1317
VIEW FLIGHTS
Wednesday
07:05
AirlineFlight  No
Southwest AirlinesWN1969
09:50
AirlineFlight  No
Southwest AirlinesWN1548
13:35
AirlineFlight  No
Southwest AirlinesWN2564
16:50
AirlineFlight  No
Southwest AirlinesWN3687
18:40
AirlineFlight  No
Southwest AirlinesWN1413
20:25
AirlineFlight  No
Southwest AirlinesWN1317
VIEW FLIGHTS
Thursday
07:15
AirlineFlight  No
Southwest AirlinesWN938
08:30
AirlineFlight  No
Southwest AirlinesWN4696
12:15
AirlineFlight  No
Southwest AirlinesWN1741
16:00
AirlineFlight  No
Southwest AirlinesWN2564
17:30
AirlineFlight  No
Southwest AirlinesWN2329
20:40
AirlineFlight  No
Southwest AirlinesWN4821
22:45
AirlineFlight  No
Southwest AirlinesWN5269
VIEW FLIGHTS
Friday
07:15
AirlineFlight  No
Southwest AirlinesWN938
08:30
AirlineFlight  No
Southwest AirlinesWN4696
12:15
AirlineFlight  No
Southwest AirlinesWN1741
16:00
AirlineFlight  No
Southwest AirlinesWN2564
17:30
AirlineFlight  No
Southwest AirlinesWN2329
20:30
AirlineFlight  No
Southwest AirlinesWN3865
22:45
AirlineFlight  No
Southwest AirlinesWN5269
VIEW FLIGHTS
Saturday
00:50
AirlineFlight  No
Southwest AirlinesWN5269
07:20
AirlineFlight  No
Southwest AirlinesWN938
11:20
AirlineFlight  No
Southwest AirlinesWN1548
14:15
AirlineFlight  No
Southwest AirlinesWN2564
16:50
AirlineFlight  No
Southwest AirlinesWN1684
VIEW FLIGHTS
Sunday
07:15
AirlineFlight  No
Southwest AirlinesWN938
08:30
AirlineFlight  No
Southwest AirlinesWN4696
12:15
AirlineFlight  No
Southwest AirlinesWN1741
16:00
AirlineFlight  No
Southwest AirlinesWN2564
17:30
AirlineFlight  No
Southwest AirlinesWN2329
20:30
AirlineFlight  No
Southwest AirlinesWN3865
22:45
AirlineFlight  No
Southwest AirlinesWN5269
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
Fort Worth Meacham Field 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)

1+ STOP(S)
What is the cheapest flight one way from Dallas DAL to Chicago MDW?
The cheapest flight one way from Dallas DAL to Chicago MDW is £69.65 ($88 €83.32)
£69.65
$88 | €83.32
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Dallas DAL to Chicago MDW?
The cheapest return flight from Dallas DAL to Chicago MDW is £134.56 ($170 €160.96)
£134.56
$170 | €160.96
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, 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.

Alternative Airports in United States with Connections from Dallas Love Field Airport

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