Grand Rapids (GRR) to Chicago (MDW) flights

Southwest Airlines flies nonstop from Gerald R. Ford International Airport to Chicago Midway International Airport, with about 20 flights a week in July 2026. The 137-mile flight takes about 1h 3m gate to gate.

From
GRR
Grand Rapids
Gerald R. Ford International Airport
To
MDW
Chicago
Chicago Midway International Airport
Distance
137 mi · 220 km
Flight time
1h 3m
Airlines
1
Seats filled
79%
Flights a week, July 2026
938 flights and 111,553 passengers in 12 months
MDWMDWGRR
Map data: Natural Earth. Lines follow the shortest (great-circle) path.

Airlines flying GRR to MDW

AirlineFlights a weekAircraftPassengers (12 months)Flight time
Southwest Airlines20Boeing 737-700 / MAX 7, Boeing 737-800, Boeing 737 MAX 8111,5531h 3m

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

GRR to MDW flight schedule

6 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 6:50am and the last at 4:55pm. Times are local and can change; check with the airline before you book.

FlightDepartsArrivesDays flown in August 2026On time (12 months)
WN 1826Southwest Airlines6:50am7:10am2896%
WN 1827Southwest Airlines12:55pm1:00pm16100%
WN 4076Southwest Airlines1:45pm1:50pm8n/a
WN 930Southwest Airlines1:45pm1:50pm4n/a
WN 4091Southwest Airlines4:20pm4:25pm8n/a
WN 523Southwest Airlines4:55pm5:05pm1681%

Is GRR to MDW on time?

From September 2025 to August 2026, 79% of 932 flights arrived within 15 minutes of schedule and 0.4% were cancelled. Flights leaving around 7am were the most punctual (89%), those around 6pm the least (54%). Most delay time was caused by late-arriving aircraft (49%).

AirlineFlightsOn timeAverage delayCancelled
Southwest Airlines93279%10 min0.4%

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 7am273
89%
7am to 8am65
89%
12pm to 1pm172
88%
1pm to 2pm35
89%
4pm to 5pm90
71%
5pm to 6pm156
72%
6pm to 7pm77
54%
7pm to 8pm31
60%

Flights by month

MonthFlightsFlights, relativePassengers
August 202589
11,735
September 202586
10,923
October 202588
11,174
November 202558
6,211
December 202559
6,754
January 202662
6,326
February 202659
7,179
March 202682
8,894
April 202688
9,123
May 202689
10,207
June 202688
11,145
July 202690
11,882

Related

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