Flight tickets from Pittsburgh International to Chicago

Compare Pittsburgh International to Chicago flight deals

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Flight deals from Pittsburgh International Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Pittsburgh International Airport to Chicago? If you want to travel next month, return fares start from ₹ 12,696. 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 August.

Direct flights from Pittsburgh International to Chicago

Pittsburgh to Chicago: Flight information

The things to know before you go.
Cheapest flight found₹ 6,292
Cheapest month to flyAugust
Average flight time1 hr, 41 mins
Most popular airlineAmerican Airlines
Average flights per week637

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 ₹ 12,584. 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 41 minutes is the average flight time from Pittsburgh International to Chicago.
American Airlines, Republic Airways and Alaska Airlines fly direct from Pittsburgh International to Chicago.
As of April 2026, there are 589 flights per week flying from Pittsburgh International to Chicago.
The cheapest month to fly from Pittsburgh International to Chicago is usually June.
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 ₹ 12,584.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Pittsburgh International Airport to Chicago on Tuesday, 9 June 2026.
Yes – the average flight time is 1 hour and 41 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 April, the average temperature is usually around 8°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

  • Hop on a direct flight from Pittsburgh International Airport to Chicago and you'll be travelling for around 1 hour 35 minutes.

  • Pittsburgh International Airport is located in Pittsburgh. Based in the UTC-6 timezone, Chicago is one hour behind Pittsburgh.

  • Pittsburgh International Airport (PIT) to Chicago O'Hare International Airport (ORD) is the most popular route, with 74 weekly flights to pick from. If you have things to finalize before heading off, the last flight from PIT to ORD is with American Airlines at 20:31. Go for the first departure operated by American Airlines at 05:25 if you want to fly out earlier.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to board your PIT to Chicago flight.

  • During popular months like July, you'll want to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead for international flights when you travel during peak periods in general.

  • Start your trip at PIT and fly straight to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Pittsburgh International Airport to Chicago tickets.

  • You'll find a variety of airlines that offer direct flights from Pittsburgh International Airport to Chicago, such as:

  • Located around 21 kilometres from central Pittsburgh, PIT can be reached in about 30 minutes by car. Travelling on public transport takes roughly 45 minutes.

  • Planning to catch an early flight from Pittsburgh International Airport to Chicago? Avoid rushing to the airport (and sneak in some extra precious sleep) by choosing one of these stays close to PIT:

  • Of all flights departing from Pittsburgh International Airport, 77% touch down on time at their destination.

  • PIT is located at 1000 Airport Boulevard.

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

  • ₹ 6,292 is the lowest price we've seen for a one-way Pittsburgh International Airport to Chicago flight. A return plane ticket right now is ₹ 12,584. Depending on the availability and when you book, these fares could change.

  • Don't wait until the last minute. You're more likely to pick up cheap flights from PIT to Chicago if you book in advance. Airlines often offer some amazing early bird discounts.

  • If you can be flexible with your trip dates, try using the 'Whole month' tool. It'll give you the lowest price across each month when looking for your Pittsburgh International Airport to Chicago ticket.

  • Picking up a cheap flight from PIT to Chicago is easy with Price Alerts. All you need to do is set up one of these automatic notifications and we'll notify you when a cheaper option becomes available.

  • Pick your preferred departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Pittsburgh International Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to the centre of Chicago takes about 30 minutes to reach by car. The centre is roughly 27 kilometres away.

  • Travelling by public transport typically takes 45 minutes.

  • Consider staying in a hotel near ORD if you're coming in on a late flight from Pittsburgh International Airport to Chicago. Settle into one of these options and make your first night all about catching up on rest:

  • Booking your ride from Chicago O'Hare International Airport about four weeks before your flight from PIT to Chicago can help you get the lowest rate.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 16 kilometres from the centre of Chicago. After your flight from Pittsburgh International Airport to Chicago, it'll take you around 25 minutes to get to the heart of the city in a ride-share or taxi.

  • You can expect the journey to take roughly 30 minutes on public transport.

  • Following your PIT to Chicago flight, settle in at a hotel close to MDW. These are some great accommodation options that'll help you get into relaxation mode:

  • Avoid paying more than you need to. Securing your ride four weeks before your arrival at MDW will save you money.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from Pittsburgh International Airport to Chicago has touched down. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by taxi or ride-share.

  • The journey takes around 2 hours if you use public transport.

  • If you don't want to make the journey into the centre, choose a hotel near RFD. Get settled at one of these options after your PIT to Chicago flight:

  • Rental companies sometimes offer deals on early bookings, so reserve your vehicle from RFD well ahead of your flight from Pittsburgh International Airport to Chicago. Plan ahead and your wallet will thank you.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from Pittsburgh International Airport to Chicago. To avoid the crowds, plan your trip to Chicago in January.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC and 28ºC. Lock in your Pittsburgh International Airport to Chicago plane ticket then if that's your idea of comfortable weather.

  • Search for cheap tickets 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

Explore more of the United States

  • You've visited Chicago, now it's time to discover more of the United States. Travel around 451 kilometres southeast to Columbus to tick off its must-visit sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you've got a jam-packed schedule ahead.

  • If there's time to check out another major stop in the United States, consider Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are among the biggest draws.

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