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Direct (non-stop) flights from Portland (PDX) to Chicago (MDW)

Find comprehensive flight information, schedules, and booking details for direct flights from Portland (PDX), US to Chicago (MDW), US. This popular route is operated by 1 airline, offering multiple daily departures.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)

PDX
Portland (PDX)

US

MDW
Chicago (MDW)

US

FLIGHT TIME

3h 50m - 4h 00m

FLIGHT DISTANCE

1756 miles (2825 km)
Flight time
3h 55m - 3h 55m
Earliest flight
05:00
Last flight
05:00
Distance
1756 miles (2825 km)
Cheapest month
February
Airlines
1 (Show)
Flights per week
8

Flight Schedule

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Airlines with direct flights from Portland (PDX) to Chicago (MDW)

Southwest Airlines (WN)

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.

Weather & Climate Information for Chicago (MDW)

Weather and climate data is not currently available for this destination. Please check back later or contact us for more information.

Best Time to Visit & Travel Planning

Cheapest Month
February

Travel Planning Tips for Portland (PDX) to Chicago (MDW)

  • Best Month to Travel

    February is generally the cheapest month to fly from Portland (PDX) to Chicago (MDW). Plan your trip during this month for the best deals.

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Related Pages

Related Routes

PDX to ABQPDX-AMSPDX → ANCPDX to ATW (Appleton)Flights from MDW to ABQMDW to TYS

Related Airlines

Frequently Asked Questions

How many flights operate from Portland (PDX) to Chicago (MDW)?

There is 1 direct flight operating from Portland (PDX) to Chicago (MDW). Approximately 1-2 flights daily.

Which airlines operate flights from Portland (PDX) to Chicago (MDW)?

1 airline operates on this route: Southwest Airlines.

How long is the flight from Portland (PDX) to Chicago (MDW)?

The flight duration from Portland (PDX) to Chicago (MDW) is approximately 3h 50m - 4h 00m.

What is the distance from Portland (PDX) to Chicago (MDW)?

The distance from Portland (PDX) to Chicago (MDW) is 1756 miles (2825 km).

What is the flight time range for this route?

Flight times on this route range from 3h 55m - 3h 55m.

What are the earliest and latest flight departure times?

The earliest flight departs at 05:00 and the latest flight departs at 05:00.

What is the cheapest month to fly from Portland (PDX) to Chicago (MDW)?

February is typically the cheapest month to fly on this route.

How many flights operate per week on this route?

Approximately 8 flights operate per week from Portland (PDX) to Chicago (MDW).

What types of aircraft operate on this route?

This route is served by Boeing 737MAX 8 Passenger.

What is the average flight price from Portland (PDX) to Chicago (MDW)?

The average flight price for a round-trip ticket from Portland (PDX) to Chicago (MDW) is approximately $428 USD. Prices can vary based on booking time, season, and airline.

When is the best time to book flights from Portland (PDX) to Chicago (MDW) for the lowest prices?

February is typically the cheapest month to fly from Portland (PDX) to Chicago (MDW). Booking in advance and avoiding peak travel seasons can help you find better deals.

How far is Chicago (MDW) from Portland (PDX)?

The distance from Portland (PDX) to Chicago (MDW) is 1756 miles (2825 km). This is a long-haul flight route.

How long does it take to fly from Portland (PDX) to Chicago (MDW)?

The flight time from Portland (PDX) to Chicago (MDW) is approximately 3h 50m - 4h 00m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.

What city does Chicago (MDW) serve?

Chicago (MDW) serves Chicago, US.