Cheap Flights from Pittsburgh International to Chicago

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Flight deals from Pittsburgh International to Chicago

Looking for a cheap last-minute deal or the best return flight from Pittsburgh International to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Pittsburgh International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Pittsburgh International to Chicago flights are currently cheapest in May.

Direct flights from Pittsburgh International to Chicago

Alternative Pittsburgh International to Chicago routes

Looking for the cheapest, fastest or easiest route from Pittsburgh International to Chicago? You could fly into the following airports instead.

Pittsburgh to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 1,990
Cheapest month to flyMay
Average flight time1 hr, 38 mins
Most popular airlineAmerican Airlines
Average flights per week396

Finding cheap flights from Pittsburgh International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Pittsburgh International to Chicago is ج.م.‏ 3,987. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 38 minutes is the average flight time from Pittsburgh International to Chicago.
American Airlines, Alaska Airlines and Qatar Airways fly direct from Pittsburgh International to Chicago.
As of March 2025, there are 396 flights per week flying from Pittsburgh International to Chicago.
The cheapest month to fly from Pittsburgh International to Chicago is usually March 2025.
If you're flying from Pittsburgh International Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from ج.م.‏ 3,987.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Pittsburgh International Airport to Chicago on Wednesday, 23 April 2025.
Yes – the average flight time is 1 hour and 38 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

Travelling from Pittsburgh International Airport (PIT) to Chicago: what you need to know

  • Around 1 hour 32 minutes is how long you'll be travelling on a direct flight from Pittsburgh International Airport to Chicago.

  • Chicago is 1 hour behind Pittsburgh, where Pittsburgh International Airport is located. Chicago operates on the UTC-5 timezone.

  • Pittsburgh International Airport (PIT) to O'Hare International Airport (ORD) is the most traveled route, with 83 flights a week to pick from. If you have things to do before leaving, the last flight from PIT to ORD is with American Airlines at 19:01. Go for the first departure operated by American Airlines at 06:00 if you want to get on your way earlier.

  • To ensure you get on your flight from PIT to Chicago, leave enough time to navigate the airport and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • Getting on a plane during a peak time like July? Busy periods (like Thanksgiving, Christmas/New Year and spring break) can add another hour at security. Be extra safe and arrive up to four hours ahead of international flights and two hours before a domestic departure.

  • Direct flights from Pittsburgh International Airport (PIT) to Chicago are available for booking. O'Hare International Airport (ORD) is where you'll be touching down.

  • Choose from a variety of carriers offering direct flights from Pittsburgh International Airport to Chicago. Reserve your trip with one of these:

  • You don't need a visa or passport to travel within United States. You will need a valid form of identification however, like a driver's licence or an ID card. Put them on your packing list after booking your flight tickets from Pittsburgh International Airport to Chicago.

  • Central Pittsburgh to PIT is approximately 27 kilometres. Depending on traffic, it'll take you about 24 minutes to get there if you're catching a cab, ride-sharing or driving.

  • Searching for a convenient hotel close to PIT? If you're catching an early flight from Pittsburgh International Airport to Chicago, these stays will put you moments from your departure gate:

How to find the cheapest flights from Pittsburgh International Airport (PIT) to Chicago

  • ج.م.‏ 1,990 is the lowest price for a one-way ticket from Pittsburgh International Airport to Chicago. A return flight starts from ج.م.‏ 3,987. These fares can change based on availability and demand.

  • Book 9 months before you want to travel. After crunching the numbers on our calendar, this is how far you'll want to book ahead to secure cheap tickets from PIT to Chicago.

  • May is the cheapest month for tickets from Pittsburgh International Airport to Chicago. If you need to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for each month.

  • Create a Price Alert for cheap flight tickets from PIT to Chicago. There's no need to check every day to see if fares have dropped. We'll tell you the moment there's a change in price.

  • Make the most of the filters to find your ideal journey. To see the 'Fastest,' 'Cheapest' or 'Best' flights from Pittsburgh International Airport to Chicago, use the 'Sort by' function. You can also filter by departure and arrival times, airline, and number of stops.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • It's time to pick your dates for your flight from Pittsburgh International Airport to Chicago. August is the most popular month to visit Chicago. If you like a quieter atmosphere, go in February.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your flights from Pittsburgh International Airport to Chicago in this month if this is the type of weather you enjoy.

  • Look for cheap flights from PIT to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • Start your Chicago trip right by choosing the ideal place to stay. As soon as you've booked your flight from Pittsburgh International Airport to Chicago, explore our selection of accommodation options including:

  • All great holidays should include some sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are attractions you won't want to skip in Chicago.

Complete your Chicago trip with a car rental

  • Select one of our car rentals in Chicago and see the sights on your own terms. Easily compare rates in one place to find your ideal ride once you've locked in your hotel and cheap flights from Pittsburgh International Airport to Chicago.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.