Portland (PDX) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Portland International Airport to Chicago Midway International Airport, with about 19 flights a week in July 2026. The 1,751-mile flight takes about 3h 46m gate to gate.
- Distance
- 1,751 mi · 2,818 km
- Flight time
- 3h 46m
- Airlines
- 1
- Seats filled
- 85%
Airlines flying PDX to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 19 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 97,456 | 3h 46m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
PDX to MDW flight schedule
5 flight numbers flew this route in August 2026, 2 of them almost daily. The first usually leaves at 6:15am and the last at 11:30pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| WN 3130Southwest Airlines | 6:15am | 12:10pm | 20 | 75% |
| WN 4867Southwest Airlines | 7:35am | 1:35pm | 4 | n/a |
| WN 2992Southwest Airlines | 10:55am | 4:55pm | 4 | n/a |
| WN 1351Southwest Airlines | 11:35am | 5:35pm | 12 | 92% |
| WN 3131Southwest Airlines | 11:30pm | 5:25am | 28 | 89% |
Is PDX to MDW on time?
From September 2025 to August 2026, 89% of 675 flights arrived within 15 minutes of schedule and 0.7% were cancelled. Flights leaving around 6am were the most punctual (94%), those around 11am the least (67%). Most delay time was caused by late-arriving aircraft (41%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 675 | 89% | 6 min | 0.7% |
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 departure | Flights | On time, relative | On time |
|---|---|---|---|
| 5am to 6am | 113 | 94% | |
| 6am to 7am | 215 | 94% | |
| 8am to 9am | 21 | 95% | |
| 10am to 11am | 20 | 75% | |
| 11am to 12pm | 55 | 67% | |
| 1pm to 2pm | 35 | 86% | |
| 11pm to 12am | 181 | 92% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 84 | 12,855 | |
| September 2025 | 82 | 12,054 | |
| October 2025 | 54 | 8,392 | |
| November 2025 | 30 | 4,448 | |
| December 2025 | 31 | 4,710 | |
| January 2026 | 31 | 4,309 | |
| February 2026 | 28 | 3,898 | |
| March 2026 | 55 | 6,541 | |
| April 2026 | 59 | 7,398 | |
| May 2026 | 60 | 7,379 | |
| June 2026 | 78 | 12,216 | |
| July 2026 | 84 | 13,256 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.