Dallas (DAL) to Chicago (MDW) flights

Southwest Airlines flies nonstop from Dallas Love Field to Chicago Midway International Airport, with about 49 flights a week in July 2026. The 793-mile flight takes about 2h 7m gate to gate.

From
DAL
Dallas
Dallas Love Field
To
MDW
Chicago
Chicago Midway International Airport
Distance
793 mi · 1,276 km
Flight time
2h 7m
Airlines
1
Seats filled
80%
Flights a week, July 2026
2,133 flights and 279,964 passengers in 12 months
MDWMDWDAL
Map data: Natural Earth. Lines follow the shortest (great-circle) path.

Airlines flying DAL to MDW

AirlineFlights a weekAircraftPassengers (12 months)Flight time
Southwest Airlines49Boeing 737 MAX 8, Boeing 737-700 / MAX 7, Boeing 737-800279,9642h 7m

Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.

DAL to MDW flight schedule

18 flight numbers flew this route in August 2026, 3 of them almost daily. The first usually leaves at 6:00am and the last at 9:10pm. Times are local and can change; check with the airline before you book.

FlightDepartsArrivesDays flown in August 2026On time (12 months)
WN 105Southwest Airlines6:00am8:10am1283%
WN 130Southwest Airlines6:00am8:10am12100%
WN 4059Southwest Airlines6:05am8:15am4n/a
WN 1313Southwest Airlines7:20am9:35am1283%
WN 586Southwest Airlines9:40am11:50am4n/a
WN 694Southwest Airlines9:50am12:00pm8n/a
WN 1324Southwest Airlines10:40am12:50pm2075%
WN 1328Southwest Airlines10:40am12:50pm4n/a
WN 855Southwest Airlines12:10pm2:20pm4n/a
WN 3613Southwest Airlines1:10pm3:20pm8n/a
WN 1326Southwest Airlines1:35pm3:45pm2444%
WN 4201Southwest Airlines1:40pm3:50pm4n/a
WN 1327Southwest Airlines2:55pm5:05pm2488%
WN 4297Southwest Airlines4:45pm6:55pm9n/a
WN 1225Southwest Airlines6:30pm8:40pm1283%
WN 370Southwest Airlines6:30pm8:40pm8n/a
WN 1312Southwest Airlines7:45pm9:55pm4n/a
WN 668Southwest Airlines9:10pm11:20pm1242%

Is DAL to MDW on time?

From September 2025 to August 2026, 70% of 2,192 flights arrived within 15 minutes of schedule and 2.1% were cancelled. Flights leaving around 6am were the most punctual (92%), those around 7pm the least (44%). Most delay time was caused by late-arriving aircraft (46%).

AirlineFlightsOn timeAverage delayCancelled
Southwest Airlines2,19270%18 min2.1%

Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.

On-time arrivals by departure time

Scheduled departureFlightsOn time, relativeOn time
6am to 7am297
92%
7am to 8am132
88%
8am to 9am45
80%
9am to 10am153
76%
10am to 11am196
78%
12pm to 1pm107
77%
1pm to 2pm89
58%
2pm to 3pm237
71%
3pm to 4pm109
64%
4pm to 5pm132
50%
5pm to 6pm64
65%
6pm to 7pm173
65%
7pm to 8pm193
44%
8pm to 9pm47
61%
9pm to 10pm113
54%
10pm to 11pm68
53%

Flights by month

MonthFlightsFlights, relativePassengers
August 2025192
25,721
September 2025191
24,927
October 2025195
26,008
November 2025170
21,105
December 2025189
22,925
January 2026147
17,294
February 2026136
16,260
March 2026168
21,552
April 2026168
22,406
May 2026170
24,983
June 2026188
26,695
July 2026219
30,088

Related

Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.