Trip.com
>
Flights
>
Flights to United States
>
Flights to Illinois
>
Flights to Chicago
>
Portland to Chicago flight
>
Portland International Airport to Midway International Airport flight

Cheap Flights from Portland International Airport to Midway International Airport

Search for flights from Portland to Chicago and check out affordable one-way and round-trip options.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Portland International Airport to Midway International Airport

See which airlines fly from Portland to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Southwest Airlines
From PHP 4,529
Delta Air Lines
From PHP 4,690
Frontier Airlines
From PHP 5,165
Hawaiian Airlines
From PHP 9,441
Spirit Airlines
From PHP 9,579
Sun Country Airlines
From PHP 10,261
United Airlines
From PHP 12,200

Find more flights and airlines

Flight Schedule from Portland International Airport to Midway International Airport

Check the schedule for flights from Portland to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. WN407

    Portland International Airport

    6:15 AM

    PDX

    4h

    Nonstop

    12:15 PM

    MDW

    S M T W T F S
    Search

  2. DL2359

    Portland International Airport

    12:40 AM

    PDX

    3h 15m

    5:55 AM

    MSP

    S - T W T F S
    Search

  3. DL3795

    Minneapolis–Saint Paul International Airport

    7:00 AM

    MSP

    1h 54m

    8:54 AM

    MDW

    S M T W T F S

  4. DL686

    Portland International Airport

    11:11 PM

    PDX

    4h 19m

    6:30 AM

    DTW

    S M T W T F S
    Search

  5. DL3858

    Detroit Metropolitan Wayne County Airport

    8:25 AM

    DTW

    1h 25m

    8:50 AM

    MDW

    S M T W T F S

  6. DL888

    Portland International Airport

    9:45 PM

    PDX

    4h 43m

    5:28 AM

    ATL

    S M T W T F S
    Search

  7. DL1063

    Hartsfield-Jackson Atlanta International Airport

    8:55 AM

    ATL

    2h 1m

    9:56 AM

    MDW

    S M T W T F S

  8. F91790

    Portland International Airport

    10:15 AM

    PDX

    2h 38m

    1:53 PM

    DEN

    S M T W T F S
    Search

  9. F92210

    Denver International Airport

    7:10 PM

    DEN

    2h 28m

    10:38 PM

    MDW

    S M T W T F S
Find more flights and airlines

Portland International Airport to Midway International Airport Flights Info

Flight distance 2,814.5 km
Cheapest one-way ticket price PHP 4,429
Cheapest return ticket price PHP 10,114

FAQs for Portland International Airport to Midway International Airport Flights

  • How long is a flight from Portland International Airport to Midway International Airport?

    It takes around 3 hours 56 minutes to fly from Portland International Airport (PDX) to Midway International Airport (MDW).

  • How many daily flights are there from Portland International Airport (PDX) to Midway International Airport (MDW)?

    There are around 2 daily flights from Portland International Airport (PDX) to Midway International Airport (MDW).

  • When are flight tickets from Portland International Airport (PDX) to Midway International Airport (MDW) the cheapest?

    Tickets cost around PHP 9,272 in June, making it the cheapest month to book. Portland International Airport (PDX) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Portland International Airport (PDX) to Midway International Airport (MDW) most expensive?

    The route from Portland International Airport (PDX) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around PHP 9,272 in June, the most expensive month to book this route.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.

  • Which airline operates the most direct flights from Portland International Airport (PDX) to Midway International Airport (MDW)?

    Southwest Airlines is a very popular airline operating an average of 285 flights per month.

Popular Destinations

  • Recommended Routes Departing From Portland International Airport
  • Recommended Routes Going to Midway International Airport
  • Recommended Routes at Portland International Airport
  • Top Flight Destinations in United States
  • Popular Flight Routes from US to United States
  • Trip.com Latest Trends