Flight Routes from Philadelphia to Chicago Midway

Compare cheap outbound and return flights from Philadelphia (PHL) to Chicago Midway (MDW) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
46x / week
Flight distance
1,074 km
Time difference

Flight schedule from Philadelphia (PHL) to Chicago Midway (MDW)

Select a travel date in the flight schedule for the route from Philadelphia (PHL) to Chicago Midway (MDW) and compare affordable flight deals.

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Matching outbound flightsPHL–MDW · 19 of 19
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. PHLMDW
      nonstop
      1. Southwest Airlines
    2. PHLMDW
      nonstop
      1. Southwest Airlines
    3. PHLMDW
      nonstop
      1. Southwest Airlines
    4. PHLMDW
      nonstop
      1. Southwest Airlines
    5. PHLMDW
      nonstop
      1. Southwest Airlines
    6. PHLMDW
      nonstop
      1. Southwest Airlines
    7. PHLMDW
      nonstop
      1. Southwest Airlines
    8. PHLMDW
      nonstop
      1. Southwest Airlines
    9. PHLMDW
      nonstop
      1. Southwest Airlines
    10. PHLMDW
      nonstop
      1. Southwest Airlines
    11. PHLMDW
      nonstop
      1. Southwest Airlines
    12. PHLMDW
      nonstop
      1. Southwest Airlines
    13. PHLMDW
      nonstop
      1. Southwest Airlines
    14. PHLMDW
      nonstop
      1. Southwest Airlines
    15. PHLMDW
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Philadelphia and Chicago Midway

      Departure airport Airport Philadelphia International Airport, PA (PHL)
      Arrival airport Airport Chicago Midway International Airport, IL (MDW)
      Destination country Flights to United States
      Departure airport - Destination country Philadelphia International Airport, PA - United States
      Departure airport - City-Code Philadelphia International Airport, PA - Chicago
      Alternative routes to United States
      Alternative flights to Chicago Midway