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

We've found the cheapest flights to Chicago

Returns from £117.41

One-way from £58.71

Flying to Midway is very easy as there are 5 airliners who offer flights from Love Field including Maxair, Executive Fliteways, Delta Air Lines, 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 cost of ticket prices to Midway United States can vary quite considerably if you travel at certain times of the week especially at weekends. 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. We recommend our viewers to pay and reserve the seats in advance. This ensures you get the best seats on the plane at the cheapest prices.

Please see below the airlines that fly from Love Field (DAL) to Midway (MDW) and the amount of daily flights in operation.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines655665300:5022:00VIEW FLIGHTS
Flexjet010100006:4112:13VIEW FLIGHTS
Maxair000010013:4513:45VIEW FLIGHTS
Executive Fliteways100000016:3616:36VIEW FLIGHTS
Delta Air Lines000010010:0010:00VIEW 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 WN1561, WN2111, WN2232 and WN3388 with times between 00:50 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
06:00
AirlineFlight  No
Southwest AirlinesWN2232
09:50
AirlineFlight  No
Southwest AirlinesWN410
12:35
AirlineFlight  No
Southwest AirlinesWN2111
15:25
AirlineFlight  No
Southwest AirlinesWN4603
16:36
AirlineFlight  No
Executive FlitewaysEJM67
18:35
AirlineFlight  No
Southwest AirlinesWN3443
19:50
AirlineFlight  No
Southwest AirlinesWN1561
VIEW FLIGHTS
Tuesday
06:00
AirlineFlight  No
Southwest AirlinesWN2232
06:41
AirlineFlight  No
FlexjetLXJ448
09:50
AirlineFlight  No
Southwest AirlinesWN410
14:55
AirlineFlight  No
Southwest AirlinesWN4603
19:10
AirlineFlight  No
Southwest AirlinesWN1561
22:00
AirlineFlight  No
Southwest AirlinesWN3443
VIEW FLIGHTS
Wednesday
06:00
AirlineFlight  No
Southwest AirlinesWN2232
09:50
AirlineFlight  No
Southwest AirlinesWN410
14:55
AirlineFlight  No
Southwest AirlinesWN4603
19:10
AirlineFlight  No
Southwest AirlinesWN1561
22:00
AirlineFlight  No
Southwest AirlinesWN3443
VIEW FLIGHTS
Thursday
06:00
AirlineFlight  No
Southwest AirlinesWN2232
09:50
AirlineFlight  No
Southwest AirlinesWN410
12:13
AirlineFlight  No
FlexjetLXJ618
12:35
AirlineFlight  No
Southwest AirlinesWN2111
15:25
AirlineFlight  No
Southwest AirlinesWN4603
18:35
AirlineFlight  No
Southwest AirlinesWN3443
19:50
AirlineFlight  No
Southwest AirlinesWN1561
VIEW FLIGHTS
Friday
06:00
AirlineFlight  No
Southwest AirlinesWN2232
09:50
AirlineFlight  No
Southwest AirlinesWN410
10:00
AirlineFlight  No
Delta Air LinesDL8849
12:35
AirlineFlight  No
Southwest AirlinesWN2111
13:45
AirlineFlight  No
MaxairNTW732
15:25
AirlineFlight  No
Southwest AirlinesWN4603
18:35
AirlineFlight  No
Southwest AirlinesWN3443
19:50
AirlineFlight  No
Southwest AirlinesWN1561
VIEW FLIGHTS
Saturday
06:00
AirlineFlight  No
Southwest AirlinesWN2232
09:50
AirlineFlight  No
Southwest AirlinesWN410
15:40
AirlineFlight  No
Southwest AirlinesWN4603
18:55
AirlineFlight  No
Southwest AirlinesWN1561
22:45
AirlineFlight  No
Southwest AirlinesWN54
VIEW FLIGHTS
Sunday
00:50
AirlineFlight  No
Southwest AirlinesWN54
07:10
AirlineFlight  No
Southwest AirlinesWN3388
09:45
AirlineFlight  No
Southwest AirlinesWN410
VIEW FLIGHTS

Flights to Midway are also available from airports close to Love Field. Below we have provided a short list of routes which you could consider is you feel that are suitable.

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.

Looking for the best deals on car rental?

Search for the cheapest vehicle rental deals at MDW

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 £58.71 ($78 €67.77)
£58.71
$78 | €67.77
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 £117.41 ($156 €135.53)
£117.41
$156 | €135.53
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

Was your flight delayed or cancelled?

Was your flight delayed or cancelled?

You may be eligible to receive up to 600 EUR compensation per person in your party.

Claim Now!

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, Executive Fliteways, Flexjet, Maxair, 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.

Other Airports Connecting To Chicago Midway Airport in united states

Looking for the best deals on rental cars?

Search for the cheapest vehicle rental deals in Chicago Midway

Useful Information about Chicago Midway Airport

Lounges at Chicago Midway Airport

See all the airport lounges, locations and opening times available at Chicago Midway Airport

View...
Eating and Drinking at Chicago Midway Airport

See all bars and restaurants at Chicago Midway Airport, including locations and if they are before or after check-in

View...
Duty Free Shopping at Chicago Midway Airport

See all shops available at Chicago Midway Airport - plan your duty free shopping in advance

View...
Tourist Attractions in Chicago

Things to see and do in and around Chicago, Illinois...

View...