Portland (PDX) to Chicago (MDW) flights
Nonstop from Portland International to Chicago Midway International Airport: distance, flying time, which airlines fly it and how often.
Distance
2,811km
1,747 mi, great circle
Flying time
4h 01m
typical, gate to gate
Flights a day
2
average, November 2026
Airlines
1
passenger airlines
Airlines flying PDX to MDW
Route map
The shortest path over the Earth's surface. Actual tracks vary with winds and airspace. Map © OpenStreetMap contributors.
Cheapest recent fare
Fares found in recent searches load here. You can also compare PDX to MDW fares by month.
Both directions
- Chicago Midway International Airport (MDW) · we don't have MDW's route list yet
- All nonstop routes from Portland (PDX)
- PDX to MDW on the flight-path tool
Frequently asked questions
How long is the flight from Portland to Chicago?
About 4h 01m gate to gate for the 2,811 km (1,747 mile) trip, estimated from distance. Schedules vary by airline and season, and winds can add or save time.
Which airlines fly nonstop from PDX to MDW?
Southwest Airlines, with about 2 flights a day between them in our data (AeroDataBox, November 2026).