Chicago (MDW) to Cleveland (CLE) flights

Southwest Airlines flies nonstop from Chicago Midway International Airport to Cleveland Hopkins International Airport, with about 26 flights a week in July 2026. The 307-mile flight takes about 1h 7m gate to gate.

From
MDW
Chicago
Chicago Midway International Airport
To
CLE
Cleveland
Cleveland Hopkins International Airport
Distance
307 mi · 494 km
Flight time
1h 7m
Airlines
1
Seats filled
67%
Flights a week, July 2026
1,092 flights and 115,776 passengers in 12 months
CLECLEMDW
Map data: Natural Earth. Lines follow the shortest (great-circle) path.

Airlines flying MDW to CLE

AirlineFlights a weekAircraftPassengers (12 months)Flight time
Southwest Airlines26Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800115,7761h 7m

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

MDW to CLE flight schedule

9 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 8:05am and the last at 6:30pm. Times are local and can change; check with the airline before you book.

FlightDepartsArrivesDays flown in August 2026On time (12 months)
WN 232Southwest Airlines8:05am10:25am4n/a
WN 646Southwest Airlines8:05am10:25am1283%
WN 4969Southwest Airlines8:35am11:00am1292%
WN 2523Southwest Airlines1:00pm3:10pm1283%
WN 591Southwest Airlines3:20pm5:30pm4n/a
WN 3643Southwest Airlines4:15pm6:30pm1258%
WN 3666Southwest Airlines4:25pm6:40pm2484%
WN 374Southwest Airlines6:05pm8:20pm1258%
WN 1893Southwest Airlines6:30pm8:45pm1242%

Is MDW to CLE on time?

From September 2025 to August 2026, 80% of 1,115 flights arrived within 15 minutes of schedule and 1.3% were cancelled. Flights leaving around 7am were the most punctual (94%), those around 6pm the least (62%). Most delay time was caused by late-arriving aircraft (57%).

AirlineFlightsOn timeAverage delayCancelled
Southwest Airlines1,11580%13 min1.3%

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
7am to 8am126
94%
8am to 9am54
87%
9am to 10am88
84%
10am to 11am51
98%
12pm to 1pm114
84%
1pm to 2pm129
84%
2pm to 3pm28
82%
3pm to 4pm83
77%
4pm to 5pm33
79%
5pm to 6pm36
66%
6pm to 7pm141
62%
7pm to 8pm132
71%
8pm to 9pm60
83%

Flights by month

MonthFlightsFlights, relativePassengers
August 2025107
13,481
September 2025108
12,289
October 202594
9,801
November 202580
8,213
December 202587
8,245
January 202669
5,336
February 202670
6,159
March 202684
8,621
April 202685
8,972
May 202687
9,702
June 2026107
12,527
July 2026114
12,430

Related

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