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Portland International Airport to Midway International Airport flight

Cheap Flight Deals 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 NZD 138
Frontier Airlines
From NZD 213
Sun Country Airlines
From NZD 243
Spirit Airlines
From NZD 286
Alaska Airlines
From NZD 359
Hawaiian Airlines
From NZD 413
United Airlines
From NZD 458
American Airlines
From NZD 531
Delta Air Lines
From NZD 615

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. WN4169

    Portland International Airport

    9:20 AM

    PDX

    3h 55m

    Direct

    3:15 PM

    MDW

    - - - W T - -
    Search

  2. WN2735

    Portland International Airport

    6:20 AM

    PDX

    3h 55m

    Direct

    12:15 PM

    MDW

    - - - W T - -
    Search

  3. WN4170

    Portland International Airport

    1:55 PM

    PDX

    3h 55m

    Direct

    7:50 PM

    MDW

    - - - W T - -
    Search

  4. WN407

    Portland International Airport

    6:15 AM

    PDX

    4h

    Direct

    12:15 PM

    MDW

    S M T - - F S
    Search

  5. DL2359

    Portland International Airport

    12:40 AM

    PDX

    3h 15m

    5:55 AM

    MSP

    S - T W T F S
    Search

  6. DL3795

    Minneapolis–Saint Paul International Airport

    7:00 AM

    MSP

    1h 38m

    8:38 AM

    MDW

    S M T W T F S

  7. DL686

    Portland International Airport

    11:11 PM

    PDX

    4h 19m

    6:30 AM

    DTW

    S M T W T F S
    Search

  8. DL3858

    Detroit Metropolitan Wayne County Airport

    8:25 AM

    DTW

    1h 17m

    8:42 AM

    MDW

    S M T W T F S

  9. DL888

    Portland International Airport

    9:45 PM

    PDX

    4h 50m

    5:35 AM

    ATL

    S M T W T F S
    Search

  10. DL1063

    Hartsfield-Jackson Atlanta International Airport

    8:55 AM

    ATL

    1h 56m

    9:51 AM

    MDW

    S M T W T F S

  11. F91790

    Portland International Airport

    6:35 AM

    PDX

    2h 39m

    10:14 AM

    DEN

    S M T W T F S
    Search

  12. F92210

    Denver International Airport

    7:10 PM

    DEN

    2h 28m

    10:38 PM

    MDW

    - M - W - F S

  13. F92554

    Portland International Airport

    7:01 PM

    PDX

    2h 41m

    10:42 PM

    DEN

    S - - W T - S
    Search

  14. F92210

    Denver International Airport

    7:10 PM

    DEN

    2h 28m

    10:38 PM

    MDW

    - M - W - F S
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Portland International Airport to Midway International Airport Flights Info

Flight distance 2,814.5 km
Cheapest one-way ticket price NZD 137
Cheapest return ticket price NZD 306

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 3 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 NZD 369 in July, 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 NZD 604 in July, the most expensive month to book this route.

  • What time does the earliest flight from Portland International Airport to Midway International Airport depart?

    The earliest flight departs from Portland International Airport (PDX) at 07:40 and arrives in Midway International Airport (MDW) at 13:35.

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

    • The distance from O'Hare Intl. 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 Intl. 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 593 flights per month.