Nonstop flights from Pittsburgh to Chicago

3 airlines fly from Pittsburgh (PIT) to 2 Chicago airports (ORD and MDW), with up to 16 flights a day.

PITORD

Routes

2 airport pairs

When they leave

Pittsburgh time

6:05a8:59pFirst departure 6:05 AM, last 8:59 PM

Nine in the morning, 6:05 AM to 11:45 AM, then five in the afternoon, 2:11 PM to 4:40 PM, then five in the evening, 6:09 PM to 8:59 PM.

Every flight

Earliest first

6:05 AM→6:56 AMPIT to ORDAmerican AirlinesEmbraer 175Daily
7:00 AM→7:43 AMPIT to ORDUnited AirlinesBoeing 737Daily
8:40 AM→9:00 AMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Daily
8:45 AM→9:34 AMPIT to ORDUnited AirlinesEmbraer 175Daily
8:55 AM→9:15 AMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
10:17 AM→11:10 AMPIT to ORDAmerican AirlinesEmbraer 175Daily
10:45 AM→11:29 AMPIT to ORDUnited AirlinesAirbus A320Daily
11:21 AM→12:14 PMPIT to ORDAmerican AirlinesEmbraer 175Daily
11:45 AM→12:10 PMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Sun
2:11 PM→2:55 PMPIT to ORDUnited AirlinesAirbus A319Daily
2:45 PM→3:05 PMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
4:06 PM→4:59 PMPIT to ORDAmerican AirlinesAirbus A320Daily
4:11 PM→5:00 PMPIT to ORDUnited AirlinesEmbraer 175Daily
4:40 PM→5:05 PMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Sat
6:09 PM→6:59 PMPIT to ORDUnited AirlinesAirbus A319Daily
6:55 PM→7:20 PMPIT to MDWSouthwest AirlinesBoeing 737Tue, Wed, Sun
7:30 PM→7:50 PMPIT to MDWSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
7:52 PM→8:44 PMPIT to ORDUnited AirlinesEmbraer 175Mon, Wed, Thu, Fri, Sat, Sun
7:52 PM→8:44 PMPIT to ORDUnited AirlinesEmbraer 175Tue
8:59 PM→10:00 PMPIT to ORDAmerican AirlinesAirbus A319Daily

Schedules last checked Sep 19, 2026. Times are local.

Flying from Pittsburgh to Chicago

United Airlines flies most often, 7 times a day on the Embraer 175, Airbus A319, Airbus A320 and Boeing 737. American Airlines flies 5 times a day on the Embraer 175, Airbus A319 and Airbus A320. Southwest Airlines flies 2 to 4 times a day on the Boeing 737 MAX 8 and Boeing 737.

Flights run every day of the week, from 14 on Saturdays to 16 on Sundays. The first arrival in Chicago is at 6:56 AM and the last at 10:00 PM.

PIT to ORD is the busiest airport pair, with 84 flights a week, then PIT to MDW with 21.

Flying back, Chicago to Pittsburgh has 105 nonstop flights a week.

Return flights

Chicago to PittsburghView

Find the cheapest day to fly from Pittsburgh to Chicago.

Schedules as of Oct 9, 2026.