Dallas Airport (DAL) Flights to Chicago Airport (MDW)
We've found the cheapest flights to Chicago
Flying from Love Field to Midway is relatively easy as there are 2 who offer direct flights. These airliners include 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.
If you plan on flying to Midway Airport from Love Field Airport you can pre-arrange your long or short term parking at Love Field Airport.
If you are renting a car at Midway Airport it is recommended to fill up the fuel tank before returning the vehicle at the nearest fuel station to Midway Airport in order to avoid incurring additional costs. *Please check your rental agreement to understand the fuel policy for your vehicle.
Organise and book your choice of transport to Love Field Airport:
- Private Transfers to Love Field Airport
- Buses to Love Field Airport
- Taxis to Love Field Airport
- Train Services to/near Love Field Airport
Ensure your arrival at Midway Airport is as stress-free as possible by pre-booking your onwards transport - booking early may also save you money:
- Compare car rental at Midway Airport
- Private transfers at Midway Airport
- Buses from Midway Airport
- Taxis from Midway Airport
- Train services at or near Midway Airport
You can also research and pre-book a hotel near Midway Airport
To see all airliners that offer flights between Love Field and Midway please see the table below.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 7 | 6 | 6 | 7 | 7 | 4 | 5 | 06:00 | 21:40 | VIEW FLIGHTS |
Flexjet | 1 | 0 | 0 | 1 | 0 | 0 | 0 | 06:35 | 11:30 | VIEW 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 WN1186, WN1211, WN1400 and WN1530 with times between 06:00 and 21:40.
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.

Day | Flight Times | Flights | ||||||||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 06:00
07:20
10:45
11:30
14:20
18:35
20:20
21:40
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Tuesday | 08:10
10:20
12:15
14:50
17:00
19:20
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Wednesday | 08:10
10:20
12:15
14:50
17:00
19:20
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Thursday | 06:00
06:35
07:20
10:45
14:20
18:35
20:20
21:40
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Friday | 06:00
07:20
10:45
14:20
18:35
20:20
21:40
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Saturday | 06:45
10:20
14:25
16:45
| VIEW FLIGHTS | ||||||||||||||||||||||||||||||||
Sunday | 07:35
10:45
14:50
16:30
18:35
| 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.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Dallas Addison to Chicago Midway | 0 | 2 Hours 18 Minutes | |
Dallas to Chicago Midway | 0 | 2 Hours 19 Minutes | |
Oklahoma City Will Rogers World to Chicago Midway | 0 | 2 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.
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Don't forget to book your car rental!
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