Flight Routes from Pittsburgh to Chicago

Compare cheap outbound and return flights from Pittsburgh (PIT) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
122x / week
Flight distance
639 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Pittsburgh (PIT) to Chicago (CHI)

Select a travel date in the flight schedule for the route from Pittsburgh (PIT) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsPIT–CHI · 39 of 39
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. PITORD
      nonstop
      1. United Airlines
    2. PITORD
      nonstop
      1. American Airlines
    3. PITORD
      nonstop
      1. United Airlines
    4. PITORD
      nonstop
      1. American Airlines
    5. PITMDW
      nonstop
      1. Southwest Airlines
    6. PITMDW
      nonstop
      1. Southwest Airlines
    7. PITORD
      nonstop
      1. United Airlines
    8. PITMDW
      nonstop
      1. Southwest Airlines
    9. PITORD
      nonstop
      1. United Airlines
    10. PITMDW
      nonstop
      1. Southwest Airlines
    11. PITORD
      nonstop
      1. American Airlines
    12. PITORD
      nonstop
      1. United Airlines
    13. PITORD
      nonstop
      1. United Airlines
    14. PITORD
      nonstop
      1. United Airlines
    15. PITORD
      nonstop
      1. United Airlines

      Important flight information

      Discover more flights around Pittsburgh and Chicago

      Departure airport Airport Pittsburgh International Airport, PA (PIT)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Pittsburgh International Airport, PA - United States
      Alternative routes to United States
      Alternative flights to Chicago
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