Cheap Flights from Pittsburgh (PIT) to Chicago (CHI)

Frequently Asked Questions

• What are the cheapest flights from Pittsburgh to Chicago (PIT-CHI)?

  Based on Trip.com data, American Airlines offers one-way fares as low as US$78 on Cheapest nonstop routes (e.g. PIT to ORD on Tue, Apr 14), while United Airlines offers Cheapest nonstop round-trips from US$126 departing on Sat, Apr 18 and returning on Thu, Apr 23.

• Which airlines offer direct flights from Pittsburgh to Chicago?

  At the moment, you can catch a nonstop flight from Pittsburgh to Chicago with the following airlines, including: United Airlines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long is a flight from Pittsburgh to Chicago?

  It takes about 1 hour 48 minutes to fly from Pittsburgh to Chicago.

• When is the best time to book flights from Pittsburgh to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Pittsburgh to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How many flights are there per week from Pittsburgh to Chicago?

  Based on Trip.com data in the past 4 weeks, there is 62 flight per week flying from Pittsburgh to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA1803 (07:06)

• How can I find the best deals on flights from Pittsburgh to Chicago?

  To find best deals on flights from Pittsburgh to Chicago, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Tue, Apr 14, with one-way flights priced at just US$78.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Pittsburgh (PIT) to Chicago (CHI) the cheapest?

  The cheapest months to fly from Pittsburgh to Chicago is September, when demand for travel is lower.

• Which upcoming date is cheapest to fly from Pittsburgh to Chicago on?

  After crunching the numbers on our March flight calendar, it's currently cheapest to fly from Pittsburgh to Chicago on March 17, 2026 with American Airlines, with prices starting at US$70.

• Which airports can I fly to for Chicago from Pittsburgh?

  You can land at any one of the following hubs in Chicago, with Pittsburgh International Airport to O'Hare International Airport (PIT-ORD) is by far the most common option on this route: Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).

• Is there any time difference between Pittsburgh and Chicago?

  The time difference between Chicago and Pittsburgh is 1h.

• How do I change or cancel my ticket from Pittsburgh to Chicago?

  Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.