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Cheap flights from Pittsburgh to Chicago

35 nonstop flights a week, 4 of them today. Operated by 3 airlines, about 1h 55m in the air, 409 mi (659 km). Tickets from $84.

Flights from Pittsburgh to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Pittsburgh to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Pittsburgh to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $84 15 November 2026, nonstop Cheapest nonstop $84 15 November 2026, American Airlines Cheapest in the next 7 days $84 15 November, Sun Cheapest weekend departure $156 Fri, 20 November 2026 Cheapest month November 2026 tickets from $84

Pittsburgh to Chicago at a glance

flight time, from 1h 30m to 2h 13m
1h 55m
straight-line distance
409 mi (659 km)
flights a week
35
flights today
4
first and last departure
06:30 - 09:59
lowest price, nonstop, 15 November
$84
average across months
$155
airlines
3

Pittsburgh to Chicago ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: November 2026, tickets from $84. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is December 2026: from $226. The average across months is $155.

Pittsburgh to Chicago flight schedule

35 flights a week, 4 today, 55 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
UA 1803
United Airlines
06:30 Pittsburgh International
07:23 , terminal 1
1h 53m
Daily
Boeing 737-700
AA 4805
American Airlines
07:27 Pittsburgh International
08:30 , terminal 3
2h 3m
Sat
Embraer 170
AA 2644
American Airlines
08:02 Pittsburgh International
09:06 , terminal 3
2h 4m
Mon, Thu, Fri, Sun
Airbus A319
AA 2644
American Airlines
08:05 Pittsburgh International
09:05 , terminal 3
2h
Mon, Tue, Wed, Thu, Fri, Sun
Airbus A319
AA 4805
American Airlines
08:21 Pittsburgh International
09:20 , terminal 3
1h 59m
Sat
Embraer EMB 175
WN 2313
Southwest Airlines
08:25 Pittsburgh International
09:00 Chicago Midway International
1h 35m
Mon, Tue, Wed, Thu
Boeing 737
WN 836
Southwest Airlines
08:30 Pittsburgh International
09:05 Chicago Midway International
1h 35m
Sat
Boeing 737
WN 2313
Southwest Airlines
08:45 Pittsburgh International
09:15 Chicago Midway International
1h 30m
Mon, Thu, Fri, Sat, Sun
UA 3461
United Airlines
08:49 Pittsburgh International
09:45 , terminal 2
1h 56m
Daily
Embraer 175
AA 4649
American Airlines
09:54 Pittsburgh International
10:55 , terminal 3
2h 1m
Fri, Sun
Embraer EMB 175
AA 4649
American Airlines
09:57 Pittsburgh International
10:55 , terminal 3
1h 58m
Mon, Wed, Thu, Sun
Embraer EMB 175
AA 4649
American Airlines
09:59 Pittsburgh International
11:00 , terminal 3
2h 1m
Mon, Thu, Sat
Embraer EMB 175

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 836
Southwest Airlines
07:25 Pittsburgh International
08:05 Chicago Midway International
1h 40m
Seasonal
Boeing 737
UA 1484
United Airlines
06:30 Pittsburgh International
07:23 , terminal 1
1h 53m
Seasonal
Boeing 737-800
WN 2313
Southwest Airlines
08:50 Pittsburgh International
09:20 Chicago Midway International
1h 30m
Seasonal
Boeing 737
AA 4649
American Airlines
09:01 Pittsburgh International
10:05 , terminal 3
2h 4m
Seasonal
Embraer EMB 175
UA 4613
United Airlines
07:00 Pittsburgh International
07:54 , terminal 2
1h 54m
Seasonal
WN 3555
Southwest Airlines
08:05 Pittsburgh International
08:45 Chicago Midway International
1h 40m
Selected dates
UA 1803
United Airlines
06:27 Pittsburgh International
07:20 , terminal 1
1h 53m
Seasonal
Boeing 737-700
UA 2299
United Airlines
08:45 Pittsburgh International
09:37 , terminal 1
1h 52m
Selected dates
Boeing 737
AA 2644
American Airlines
08:00 Pittsburgh International
09:13 , terminal 3
2h 13m
Seasonal
Airbus A319
UA 3461
United Airlines
08:45 Pittsburgh International
09:40 , terminal 2
1h 55m
Seasonal
Embraer 175
AA 4649
American Airlines
09:31 Pittsburgh International
10:35 , terminal 3
2h 4m
Seasonal
Embraer EMB 175
AA 4805
American Airlines
08:12 Pittsburgh International
09:20 , terminal 3
2h 8m
Seasonal
Embraer EMB 175
AA 4649
American Airlines
09:56 Pittsburgh International
11:00 , terminal 3
2h 4m
Seasonal
Embraer EMB 175
UA 5455
United Airlines
06:45 Pittsburgh International
07:53 , terminal 2
2h 8m
Seasonal
Embraer 175
UA 3695
United Airlines
06:45 Pittsburgh International
07:53 , terminal 2
2h 8m
Seasonal
Embraer 175
AA 4783
American Airlines
08:11 Pittsburgh International
09:19 , terminal 3
2h 8m
Selected dates
Embraer EMB 175
UA 1365
United Airlines
06:16 Pittsburgh International
07:20 , terminal 1
2h 4m
Seasonal
Airbus A320
UA 3461
United Airlines
08:40 Pittsburgh International
09:40 , terminal 2
2h
Seasonal
Embraer 175
AA 2975
American Airlines
08:04 Pittsburgh International
09:07 , terminal 3
2h 3m
Seasonal
Airbus A319
WN 3247
Southwest Airlines
08:20 Pittsburgh International
09:00 Chicago Midway International
1h 40m
Seasonal
Boeing 737-800
AA 4480
American Airlines
08:54 Pittsburgh International
10:00 , terminal 3
2h 6m
Seasonal
Embraer EMB 175
AA 4611
American Airlines
09:31 Pittsburgh International
10:37 , terminal 3
2h 6m
Seasonal
Embraer EMB 175
WN 3247
Southwest Airlines
08:25 Pittsburgh International
09:05 Chicago Midway International
1h 40m
Seasonal
Boeing 737-800
AA 4795
American Airlines
08:44 Pittsburgh International
09:50 , terminal 3
2h 6m
Seasonal
Embraer EMB 175
AA 4611
American Airlines
09:54 Pittsburgh International
11:00 , terminal 3
2h 6m
Seasonal
Embraer EMB 175
WN 3247
Southwest Airlines
08:40 Pittsburgh International
09:25 Chicago Midway International
1h 45m
Seasonal
Boeing 737
UA 1803
United Airlines
07:00 Pittsburgh International
07:52 , terminal 1
1h 52m
Seasonal
Boeing 737-800
AA 2975
American Airlines
08:05 Pittsburgh International
09:02 , terminal 3
1h 57m
Seasonal
Airbus A319
WN 3247
Southwest Airlines
08:15 Pittsburgh International
08:55 Chicago Midway International
1h 40m
Seasonal
UA 3461
United Airlines
08:50 Pittsburgh International
09:40 , terminal 2
1h 50m
Seasonal
Embraer 175
UA 3556
United Airlines
05:00 Pittsburgh International
05:57 , terminal 2
1h 57m
Seasonal
Embraer 175
WN 4759
Southwest Airlines
08:30 Pittsburgh International
09:10 Chicago Midway International
1h 40m
Seasonal
Boeing 737
WN 4759
Southwest Airlines
08:40 Pittsburgh International
09:15 Chicago Midway International
1h 35m
Seasonal
Boeing 737
WN 2825
Southwest Airlines
08:00 Pittsburgh International
08:40 Chicago Midway International
1h 40m
Seasonal
Boeing 737-800
WN 4759
Southwest Airlines
08:00 Pittsburgh International
08:40 Chicago Midway International
1h 40m
Seasonal
AA 4377
American Airlines
06:12 Pittsburgh International
07:10 , terminal 3
1h 58m
Seasonal
Embraer EMB 175
WN 4796
Southwest Airlines
08:25 Pittsburgh International
09:00 Chicago Midway International
1h 35m
Seasonal
Boeing 737
AA 1327
American Airlines
09:19 Pittsburgh International
10:08 , terminal 3
1h 49m
Seasonal
Airbus A319
WN 4796
Southwest Airlines
08:35 Pittsburgh International
09:10 Chicago Midway International
1h 35m
Seasonal
Boeing 737
WN 4796
Southwest Airlines
08:50 Pittsburgh International
09:25 Chicago Midway International
1h 35m
Seasonal
Boeing 737
WN 4796
Southwest Airlines
08:20 Pittsburgh International
08:55 Chicago Midway International
1h 35m
Seasonal
Boeing 737-800
AA 4377
American Airlines
06:00 Pittsburgh International
06:55 , terminal 3
1h 55m
Seasonal
Embraer EMB 175
AA 4513
American Airlines
07:59 Pittsburgh International
09:00 , terminal 3
2h 1m
Seasonal
Embraer EMB 175
AA 4678
American Airlines
09:00 Pittsburgh International
10:00 , terminal 3
2h
Seasonal
Embraer EMB 175
AA 4976
American Airlines
10:00 Pittsburgh International
10:55 , terminal 3
1h 55m
Seasonal
Canadair reg jet 700
AA 4625
American Airlines
08:00 Pittsburgh International
09:00 , terminal 3
2h
Seasonal
Embraer EMB 175
AA 4480
American Airlines
09:50 Pittsburgh International
10:45 , terminal 3
1h 55m
Seasonal
Embraer EMB 175
WN 3165
Southwest Airlines
08:40 Pittsburgh International
09:10 Chicago Midway International
1h 30m
Seasonal
WN 3165
Southwest Airlines
08:45 Pittsburgh International
09:15 Chicago Midway International
1h 30m
Seasonal
Boeing 737
WN 3165
Southwest Airlines
07:55 Pittsburgh International
08:25 Chicago Midway International
1h 30m
Seasonal
Boeing 737
WN 3165
Southwest Airlines
08:20 Pittsburgh International
08:50 Chicago Midway International
1h 30m
Seasonal
AA 4377
American Airlines
06:23 Pittsburgh International
07:21 , terminal 3
1h 58m
Seasonal
Embraer EMB 175
AA 4625
American Airlines
08:02 Pittsburgh International
09:00 , terminal 3
1h 58m
Seasonal
Embraer EMB 175
AA 4480
American Airlines
09:55 Pittsburgh International
10:42 , terminal 3
1h 47m
Seasonal
Embraer EMB 175
AA 4377
American Airlines
06:05 Pittsburgh International
06:56 , terminal 3
1h 51m
Seasonal
Embraer EMB 175

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind Pittsburgh. The search shows seat availability and the price for your date.

Airlines flying Pittsburgh to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines14 a week American Airlines13 a week Southwest Airlines8 a week

Airports

Where flights from Pittsburgh to Chicago depart and land

Departure from Pittsburgh

Pittsburgh International PIT

35 flights a week, 14 mi (23 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

8 flights a week, 9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Pittsburgh to Chicago?
A nonstop flight takes 1 hour 55 minutes on average, from 1h 30m to 2h 13m depending on the flight.
How far is Chicago from Pittsburgh?
409 mi (659 km) in a straight line between the cities.
Which airlines fly nonstop from Pittsburgh to Chicago?
United Airlines (14 a week), American Airlines (13 a week) and Southwest Airlines (8 a week).
How many flights a day are there from Pittsburgh to Chicago?
4 flights today and 35 a week, about 5 a day on average.
When are the first and last flights from Pittsburgh to Chicago?
The first departure is at 06:30 (UA1803), the last at 09:59 (AA4649). Local time.
What is the cheapest month to fly from Pittsburgh to Chicago?
November 2026: tickets from $84. The most expensive is December 2026, from $226.
What is the cheapest upcoming date to fly from Pittsburgh to Chicago?
15 November 2026 (Sunday): from $84 one way, nonstop, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Pittsburgh to Chicago?
American Airlines: nonstop tickets from $84 on 15 November by recent searches. Prices change daily, so compare the sellers in the search.
What is the time difference between Pittsburgh and Chicago?
Chicago is 1 hour behind Pittsburgh. Schedule times on this page are local to each airport.
Which Pittsburgh airport do flights to Chicago leave from?
Pittsburgh International (35 a week).