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Direct flights from Dallas to Chicago

DAL - MDW route map All flights from DAL to MDW non-stop. There are direct flights from Dallas Love Fld (DAL), Texas, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 37 weekly departures are currently scheduled on this route. Departure times range from 06:00 to 22:55 depending on the schedule period. The flight distance is 798 miles (1284 km). Flight time ranges from 2 hours and 10 minutes to 2 hours and 20 minutes.

DAL
Dallas Love Fld
USADallas , USA
MDW
Chicago Midway
USAChicago , USA
DAL
Dallas Love Fld
USADallas , USA
Chicago Midway
USAChicago , USA
MDW
Flight time 2h 10min to 2h 20min
Updated Nov 9, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 06:00 and 22:55 • From Terminal 1
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M
T
W
T
F
S
Sun
Mon
Tue
Wed
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Sat
37 flights/week
37 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Dallas to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Nov 16
Tue
Nov 17
Wed
Nov 18
Thu
Nov 19
Fri
Nov 20
Sat
Nov 21
Sun
Nov 22
WN1371
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07:15
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WN1432
08:45
08:45
08:45
08:45
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13:40
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WN1430
10:05
10:05
10:05
10:05
09:40
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09:40
WN1989
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09:40
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WN2565
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13:30
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13:30
WN5107
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14:35
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WN1064
15:00
15:00
15:00
15:00
15:45
15:30
15:45
WN1506
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16:20
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WN1433
17:40
17:40
17:40
17:40
18:50
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18:50
WN805
20:25
20:25
20:25
20:25
22:55
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22:55
WN1769
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22:30
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The timetable & schedule information was updated at 2026-11-09

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Dallas to Chicago scheduled departures

Select a date to see every published non-stop departure between DAL and MDW.

Friday
Fri
Dec 04
5 flights(5)
Saturday
Sat
Dec 05
2 flights(2)
Sunday
Sun
Dec 06
6 flights(6)
Monday
Mon
Dec 07
5 flights(5)
Tuesday
Tue
Dec 08
5 flights(5)
Wednesday
Wed
Dec 09
5 flights(5)
Thursday
Thu
Dec 10
5 flights(5)
Time
Airline
Flight
08:35
Southwest Airlines Southwest Airlines
WN1432
10:05
Southwest Airlines Southwest Airlines
WN1430
15:00
Southwest Airlines Southwest Airlines
WN1064
17:40
Southwest Airlines Southwest Airlines
WN1433
20:25
Southwest Airlines Southwest Airlines
WN805
07:15
Southwest Airlines Southwest Airlines
WN1432
17:35
Southwest Airlines Southwest Airlines
WN329
06:40
Southwest Airlines Southwest Airlines
WN1432
09:40
Southwest Airlines Southwest Airlines
WN1430
13:30
Southwest Airlines Southwest Airlines
WN2565
15:45
Southwest Airlines Southwest Airlines
WN1064
18:50
Southwest Airlines Southwest Airlines
WN1433
22:55
Southwest Airlines Southwest Airlines
WN805
08:45
Southwest Airlines Southwest Airlines
WN1432
10:05
Southwest Airlines Southwest Airlines
WN1430
15:00
Southwest Airlines Southwest Airlines
WN1064
17:40
Southwest Airlines Southwest Airlines
WN1433
20:25
Southwest Airlines Southwest Airlines
WN805
08:45
Southwest Airlines Southwest Airlines
WN1432
10:05
Southwest Airlines Southwest Airlines
WN1430
15:00
Southwest Airlines Southwest Airlines
WN1064
17:40
Southwest Airlines Southwest Airlines
WN1433
20:25
Southwest Airlines Southwest Airlines
WN805
08:45
Southwest Airlines Southwest Airlines
WN1432
10:05
Southwest Airlines Southwest Airlines
WN1430
15:00
Southwest Airlines Southwest Airlines
WN1064
17:40
Southwest Airlines Southwest Airlines
WN1433
20:25
Southwest Airlines Southwest Airlines
WN805
08:35
Southwest Airlines Southwest Airlines
WN1432
10:05
Southwest Airlines Southwest Airlines
WN1430
15:00
Southwest Airlines Southwest Airlines
WN1064
17:40
Southwest Airlines Southwest Airlines
WN1433
20:25
Southwest Airlines Southwest Airlines
WN805
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DAL-MDW flight route
Route map from Dallas, DAL to Chicago, MDW. The distance is 798 miles or 1284 km.
Dallas - Chicago direct flight map
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DAL - MDW route facts

  • Distance
    798 miles (1284 km)
  • Flight time
    2 hours and 10 minutes to 2 hours and 20 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Departure terminals
    Terminal 1
  • Aircraft
    Boeing 737MAX 8 Passenger, Boeing 737-700 Passenger (Scimitar Winglets) and Boeing 737-800 (winglets) Passenger/BBJ2

Route FAQ

Southwest Airlines operates non-stop flights from DAL to MDW with 37 weekly departures (Nov 16 – Nov 22, 2026).

Scheduled flight time from DAL to MDW ranges from 2 hours and 10 minutes to 2 hours and 20 minutes. The route covers 798 miles (1284 km).

37 weekly departures (Nov 16 – Nov 22, 2026) are currently scheduled on this route, with published departure times ranging from 06:00 to 22:55 depending on the schedule period.

Departure terminal: Terminal 1.

Economy are currently scheduled on non-stop flights for this route.
Nearby airports that offer flights to Chicago (MDW)
From DFW Airport (DFW)

6 flights per week

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