Chicago (MDW) to Houston (HOU) flights

Southwest Airlines flies nonstop from Chicago Midway International Airport to William P. Hobby Airport, with about 45 flights a week in July 2026. The 937-mile flight takes about 2h 33m gate to gate.

From
MDW
Chicago
Chicago Midway International Airport
To
HOU
Houston
William P. Hobby Airport
Distance
937 mi · 1,508 km
Flight time
2h 33m
Airlines
1
Seats filled
84%
Flights a week, July 2026
1,837 flights and 256,803 passengers in 12 months
HOUHOUMDW
Map data: Natural Earth. Lines follow the shortest (great-circle) path.

Airlines flying MDW to HOU

AirlineFlights a weekAircraftPassengers (12 months)Flight time
Southwest Airlines45Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7256,8032h 33m

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

MDW to HOU flight schedule

13 flight numbers flew this route in August 2026, 2 of them almost daily. The first usually leaves at 5:25am and the last at 8:25pm. Times are local and can change; check with the airline before you book.

FlightDepartsArrivesDays flown in August 2026On time (12 months)
WN 2731Southwest Airlines5:25am7:50am1283%
WN 1151Southwest Airlines7:20am9:50am5n/a
WN 282Southwest Airlines7:25am9:55am1267%
WN 3950Southwest Airlines7:50am10:25am8n/a
WN 3295Southwest Airlines9:10am11:40am7n/a
WN 2733Southwest Airlines10:05am12:35pm2454%
WN 1637Southwest Airlines11:10am1:40pm4n/a
WN 430Southwest Airlines1:00pm3:35pm1258%
WN 298Southwest Airlines2:05pm4:35pm1283%
WN 5088Southwest Airlines3:00pm5:30pm4n/a
WN 1194Southwest Airlines4:05pm6:35pm4n/a
WN 4709Southwest Airlines5:30pm8:00pm2442%
WN 207Southwest Airlines8:25pm10:50pm8n/a

Is MDW to HOU on time?

From September 2025 to August 2026, 73% of 1,849 flights arrived within 15 minutes of schedule and 1.2% were cancelled. Flights leaving around 6am were the most punctual (91%), those around 9pm the least (54%). Most delay time was caused by late-arriving aircraft (39%).

AirlineFlightsOn timeAverage delayCancelled
Southwest Airlines1,84973%14 min1.2%

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
5am to 6am120
91%
6am to 7am152
91%
7am to 8am134
81%
8am to 9am107
90%
10am to 11am202
79%
11am to 12pm71
67%
12pm to 1pm101
66%
1pm to 2pm68
79%
2pm to 3pm67
70%
3pm to 4pm66
69%
4pm to 5pm49
60%
5pm to 6pm157
60%
6pm to 7pm112
55%
7pm to 8pm118
68%
8pm to 9pm111
82%
9pm to 10pm154
54%

Flights by month

MonthFlightsFlights, relativePassengers
August 2025165
24,584
September 2025161
22,805
October 2025155
22,340
November 2025135
17,279
December 2025145
20,237
January 2026129
14,794
February 2026118
14,498
March 2026157
22,867
April 2026147
19,622
May 2026150
22,190
June 2026175
26,049
July 2026200
29,538

Related

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