Southwest Airlines flights from Portland (PDX) to Chicago (MDW)
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from Portland (PDX), US to Chicago (MDW), US. Southwest Airlines operates 1-2 flights daily flights on this route.• Flight Duration: 3h 50m - 4h 00m (average flight time)• Distance: 1756 miles (2825 km) (air miles between airports)• Daily Flights: 1-2 flights (scheduled departures per day)
Portland (PDX)
US
Chicago (MDW)
US
FLIGHT TIME
3h 50m - 4h 00m
FLIGHT DISTANCE
1756 miles (2825 km)
3h 55m - 3h 55m
05:00
05:00
1756 miles (2825 km)
February
1 (Show)
8
Southwest Airlines Flight Schedule from Portland (PDX) to Chicago (MDW)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN4016 | ![]() Southwest Airlines | 05:00 | 10:55:00 | Boeing 737MAX 8 Passenger |
Southwest Airlines Monthly Flight Calendar
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Route Insights
Pricing patterns: February typically offers lower prices due to reduced demand outside peak travel seasons.
Best departure times: Peak departure times are 5:00, offering more flight options and potentially better connections.
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Southwest Airlines Terminal Information
Arrival Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from Portland (PDX) to Chicago (MDW)?
Southwest Airlines operates 1 flight from Portland (PDX) to Chicago (MDW).
What city does Chicago (MDW) airport serve?
Chicago (MDW) airport serves Chicago, US.
How long is the Southwest Airlines flight from Portland (PDX) to Chicago (MDW)?
The flight duration is approximately 3h 50m - 4h 00m.
What is the distance from Portland (PDX) to Chicago (MDW)?
The distance is 1756 miles (2825 km).
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737MAX 8 Passenger on this route.
What is the cheapest month to fly Southwest Airlines from Portland (PDX) to Chicago (MDW)?
February is typically the cheapest month to fly Southwest Airlines on this route.
What is the average price for a Southwest Airlines flight from Portland (PDX) to Chicago (MDW)?
The average price for a round-trip Southwest Airlines flight on this route is approximately $428. Prices can vary based on booking time and demand.
How many Southwest Airlines flights operate per week on this route?
Southwest Airlines operates approximately 8 flights per week from Portland (PDX) to Chicago (MDW).
Southwest Airlines Contact Information and Customer Services
Southwest Airlines Address
2702 Love Field Dr
Dallas, TX 75235, US
Customer Service Phone
800-435-9792Official Website
southwest.com/