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Portland to Midway International Airport flight
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Cheap Flights from Portland to Midway International Airport

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • PDX22:22
        10h 39m
        1 stop
        MDW11:01
        Portland - Chicago|Fri, Jun 7|Frontier Airlines
        €63€114
        45% OFF
        45% OFF
        €114€63
      • PDX00:49
        10h 20m
        1 stop
        MDW13:09
        Portland - Chicago|Tue, Jun 25|Frontier Airlines
        €73€114
        36% OFF
        36% OFF
        €114€73
      • PDX00:49
        14h 21m
        1 stop
        MDW17:10
        Portland - Chicago|Tue, Jul 23|Frontier Airlines
        €74€114
        35% OFF
        35% OFF
        €114€74
      • PDX00:48
        10h 32m
        1 stop
        MDW13:20
        Portland - Chicago|Tue, Jun 11|Frontier Airlines
        €80
        €80
      • PDX00:52
        8h 16m
        1 stop
        MDW11:08
        Portland - Chicago|Thu, Jun 13|Frontier Airlines
        €80
        €80
      • PDX07:53
        7h 17m
        1 stop
        MDW17:10
        Portland - Chicago|Tue, Jun 18|Frontier Airlines
        €81
        €81
      • PDX00:49
        14h 21m
        1 stop
        MDW17:10
        Portland - Chicago|Tue, Jul 9|Frontier Airlines
        €81
        €81
      • PDX00:49
        10h 20m
        1 stop
        MDW13:09
        Portland - Chicago|Tue, Jul 2|Frontier Airlines
        €81
        €81
      • PDX00:30
        10h 16m
        1 stop
        MDW12:46
        Portland - Chicago|Tue, Jun 11|Alaska Airlines
        €82
        €82
      • PDX00:59
        8h 13m
        1 stop
        MDW11:12
        Portland - Chicago|Sun, Jun 9|Frontier Airlines
        €82
        €82
      • PDX13:00
        3h 5m
        Direct
        MDW14:00
        Portland - Chicago|Thu, Jun 13|Frontier Airlines
        Find More Flights
        Find More Flights

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

Selected Airlines from Portland to Midway International Airport
Frontier Airlines
From €63
Alaska Airlines
From €82
American Airlines
From €98
Southwest Airlines
From €146
United Airlines
From €170
Delta Air Lines
From €189
ANA airlines

Find more flights and airlines

Airports in Portland

  • 0.36 km from central Portland
    Portland International Airport
    Tickets From
    €63
Flight Schedule from Portland to Midway International Airport
Flight info.
Departure
Arrival
Weekly Schedule

  1. AS409

    Alaska Airlines

    00:30

    PDX

    3.9h

    06:25

    DFW

    SMTWTFS
    Search

  2. F91888

    Frontier Airlines

    09:17

    DFW

    2.4h

    11:39

    MDW

    SMTWT-S

  3. F91790

    Frontier Airlines

    00:48

    PDX

    2.6h

    04:24

    DEN

    SMTWTFS
    Search

  4. F91228

    Frontier Airlines

    17:26

    DEN

    2.4h

    20:50

    MDW

    ---W-F-

  5. F91790

    Frontier Airlines

    00:48

    PDX

    2.6h

    04:24

    DEN

    SMTWTFS
    Search

  6. F92210

    Frontier Airlines

    08:30

    DEN

    2.4h

    11:52

    MDW

    SMTWTFS

  7. AS392

    Alaska Airlines

    07:30

    PDX

    3.9h

    13:23

    DFW

    SMTWTFS
    Search

  8. F93000

    Frontier Airlines

    18:40

    DFW

    2.4h

    21:02

    MDW

    S--WTFS

  9. F92382

    Frontier Airlines

    07:53

    PDX

    2.7h

    11:33

    DEN

    -M-----
    Search

  10. F92946

    Frontier Airlines

    13:46

    DEN

    2.4h

    17:10

    MDW

    -M----S

  11. F91507

    Frontier Airlines

    15:49

    PDX

    4.1h

    19:57

    LAS

    ---W--S
    Search

  12. F92330

    Frontier Airlines

    00:59

    LAS

    3.6h

    06:33

    MDW

    SMTWTFS

  13. F93020

    Frontier Airlines

    16:00

    PDX

    4.2h

    20:14

    LAS

    SM---F-
    Search

  14. F92330

    Frontier Airlines

    00:59

    LAS

    3.6h

    06:33

    MDW

    SMTWTFS

  15. F92518

    Frontier Airlines

    16:40

    PDX

    2.3h

    18:57

    LAS

    -M-W--S
    Search

  16. F92330

    Frontier Airlines

    00:59

    LAS

    3.6h

    06:33

    MDW

    SMTWTFS

  17. F94206

    Frontier Airlines

    19:25

    PDX

    4.6h

    23:59

    LAS

    -----F-
    Search

  18. F92330

    Frontier Airlines

    00:59

    LAS

    3.6h

    06:33

    MDW

    SMTWTFS

  19. F93160

    Frontier Airlines

    19:59

    PDX

    2.8h

    22:44

    PHX

    S-T-TF-
    Search

  20. F91736

    Frontier Airlines

    05:20

    PHX

    3.4h

    10:42

    MDW

    S-T-TF-
Find more flights and airlines

Flight Info of Flights from Portland to Midway International Airport

Cheapest return ticket price

€76

Cheapest direct flight price

€30

Cheapest month

May

Peak season for travel

September

FAQs for Portland to Midway International Airport Flights

  • When are flight tickets from Portland (PDX) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Portland to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Portland (PDX) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around €268.

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

    It takes about 4 hours 41 minutes to fly from Portland (PDX) to Chicago (CHI).

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

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

  • What are the most popular airlines that fly from Portland (PDX) to Chicago (CHI)?

    Airlines with flights from Portland (PDX) to Chicago (CHI): Brussels Airlines, Malaysia Airlines, Southwest Airlines, United Airlines, Lufthansa, Air Canada, Gulf Air, Qatar Airways and Iberia.

  • What's the most popular airline for direct flights from Portland (PDX) to Chicago (CHI)?

    American Airlines operates 1 direct flights from Portland (PDX) to Chicago (CHI).

  • How many airports in Chicago (CHI)?

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