Flight Routes from Chicago Midway to Portland Oregon

Compare cheap outbound and return flights from Chicago Midway (MDW) to Portland-Oregon (PDX) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest outbound flight
Fastest inbound flight
non-stop flights
22x / week
Flight distance
2,814 km
Time difference

Flight schedule from Chicago Midway (MDW) to Portland-Oregon (PDX)

Select a travel date in the flight schedule for the route from Chicago Midway (MDW) to Portland-Oregon (PDX) and compare affordable flight deals.

offers
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Matching outbound flightsMDW–PDX · 14 of 14
fromto
dep.arr.
durationstopovers
  1. September 20 – 26, 2026
  2. Sep 27 – Oct 3, 2026
  3. October 4 – 10, 2026
    1. MDWPDX
      nonstop
      1. Southwest Airlines
    2. MDWPDX
      nonstop
      1. Southwest Airlines
    3. MDWPDX
      nonstop
      1. Southwest Airlines
    4. MDWPDX
      nonstop
      1. Southwest Airlines
    5. MDWPDX
      nonstop
      1. Southwest Airlines
    6. MDWPDX
      nonstop
      1. Southwest Airlines
    7. MDWPDX
      nonstop
      1. Southwest Airlines
    8. MDWPDX
      nonstop
      1. Southwest Airlines
    9. MDWPDX
      nonstop
      1. Southwest Airlines
    10. MDWPDX
      nonstop
      1. Southwest Airlines
    11. MDWPDX
      nonstop
      1. Southwest Airlines
    12. MDWPDX
      nonstop
      1. Southwest Airlines
    13. MDWPDX
      nonstop
      1. Southwest Airlines
    14. MDWPDX
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Chicago Midway and Portland-Oregon

      Departure airport Airport Chicago Midway International Airport, IL (MDW)
      Arrival airport Airport Portland International Airport, Oregon (PDX)
      Destination country Flights to United States
      City-Code - Arrival airport Chicago - Portland International Airport, Oregon
      Departure airport - Destination country Chicago Midway International Airport, IL - United States
      Alternative flights to Portland-Oregon
      Flight destinations with a similar price