Cheap flights from Pittsburgh to Chicago from $64

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Tue 9/26
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Flight information for Pittsburgh to Chicago
(PIT to CHI)

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Chicago

Best Price Found

$64

Fastest flight time

1h 25m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Pittsburgh in the past 72 hours is $64. The best round-trip flight deal from Pittsburgh to Chicago found on momondo in the last 72 hours is $136.
The fastest flight from Pittsburgh to Chicago takes 1h 25m
Direct flights go from Pittsburgh to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

How to get the cheapest flight ticket from Pittsburgh to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Pittsburgh to Chicago?

February. The cheapest time of year to fly to Chicago from Pittsburgh is February. Most expensive is June

What is the cheapest day to depart Pittsburgh for Chicago?

Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Monday

When is the cheapest time to fly from Pittsburgh to Chicago?

In the evening. Pittsburgh to Chicago flights are approximately 33% more expensive in the morning than in the evening

What is the cheapest airline that flies to Chicago from Pittsburgh?

Spirit Airlines. American Airlines, Delta, and Spirit Airlines are the most popular carriers operating from Pittsburgh to Chicago

What is the cheapest Pittsburgh to Chicago flight route?

Pittsburgh - Chicago O'Hare Intl. Fly from Pittsburgh to Chicago O'Hare Intl for the best Pittsburgh - Chicago flight prices

How far in advance should you book Pittsburgh to Chicago flights?

58 days before. The cheapest time to buy a flight from Pittsburgh to Chicago is approximately 58 days to departure

How many flights depart from Pittsburgh to Chicago on average per day?

As of September 2023, 40 flights take off from Pittsburgh and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 52% of daily flights taking off at noon.

How many flights depart from Pittsburgh to Chicago on average per week?

As of September 2023, 280 flights take off from Pittsburgh and land in Chicago each week. The most common flight departure day for this route is Friday, with 18% of weekly flights taking off on this day.

What cabin class options are available on Pittsburgh to Chicago flights?

There are 3 cabin classes available to choose from on Pittsburgh to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Pittsburgh to Chicago flights?

You could potentially save up to 22% on your flight if you consider stops on a Pittsburgh to Chicago flight.

If you are looking to fly from Pittsburgh to Chicago, you are most likely going to fly from Pittsburgh Airport to Chicago O'Hare Intl Airport, the most popular airports on that route. You may be looking for an airport near Pittsburgh Airport to depart from when traveling to Chicago and Latrobe Westmoreland County Airport, located in Latrobe is a great option. When traveling from Pittsburgh, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago Midway Airport (in Chicago) or Chicago Greater Rockford Airport (in Chicago). The least expensive flight option from Pittsburgh to Chicago will typically be PIT — ORD during the month of September with an average price of $151 RT.

Pittsburgh Airport (PIT) to Chicago O'Hare Intl Airport (ORD)$151
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Pittsburgh Airport (PIT) to Chicago Midway Airport (MDW)$153
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Latrobe Westmoreland County Airport (LBE) to Chicago O'Hare Intl Airport (ORD)$173
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Pittsburgh Airport (PIT) to Chicago Greater Rockford Airport (RFD)$519
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Easily compare round-trip flights from Pittsburgh to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Pittsburgh to Chicago by changing tabs
Multiple Airlines
Oct 10
PIT1:45 amPittsburgh
14h 25m
1 stop
ORD3:10 pmChicago O'Hare Intl
Oct 17
ORD6:19 amChicago O'Hare Intl
9h 41m
1 stop
PIT4:00 pmPittsburgh
Spirit Airlines
Nov 29
PIT4:29 amPittsburgh
7h 11m
1 stop
ORD10:40 amChicago O'Hare Intl
Dec 4
ORD3:10 pmChicago O'Hare Intl
13h 06m
1 stop
PIT4:16 amPittsburgh
JetBlue
Nov 7
PIT7:09 amPittsburgh
7h 46m
1 stop
ORD1:55 pmChicago O'Hare Intl
Nov 14
ORD5:00 amChicago O'Hare Intl
7h 59m
1 stop
PIT12:59 pmPittsburgh
Delta
Nov 7
PIT12:26 pmPittsburgh
5h 10m
1 stop
MDW4:36 pmChicago Midway
Nov 15
MDW1:00 amChicago Midway
4h 52m
1 stop
PIT5:52 amPittsburgh
American Airlines
Oct 14
PIT1:05 amPittsburgh
4h 48m
1 stop
ORD4:53 amChicago O'Hare Intl
Oct 21
ORD6:15 amChicago O'Hare Intl
1h 30m
PIT7:45 amPittsburgh
United Airlines
Oct 19
PIT2:29 amPittsburgh
3h 59m
1 stop
ORD5:28 amChicago O'Hare Intl
Oct 23
ORD5:10 pmChicago O'Hare Intl
1h 37m
PIT6:47 pmPittsburgh

Find the cheapest one-way flights from Pittsburgh to Chicago

If you're looking for one-way flights from Pittsburgh to Chicago, view some of our deals below provided by American Airlines, Spirit Airlines and United Airlines
Multiple Airlines
Sep 27
PIT1:30 pmPittsburgh
14h 50m
2 stops
ORD3:20 amChicago O'Hare Intl
Spirit Airlines
Oct 12
PIT1:45 amPittsburgh
13h 06m
1 stop
ORD1:51 pmChicago O'Hare Intl
American Airlines
Nov 1
PIT2:27 pmPittsburgh
1h 37m
ORD3:04 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Pittsburgh

Find and compare round-trip flight prices for your last-minute flight from Pittsburgh to Chicago
Multiple Airlines
Oct 1
PIT1:30 amPittsburgh
11h 49m
1 stop
ORD12:19 pmChicago O'Hare Intl
Oct 2
ORD1:00 amChicago O'Hare Intl
17h 55m
1 stop
PIT6:55 pmPittsburgh
Spirit Airlines
Sep 28
PIT2:00 amPittsburgh
13h 13m
1 stop
ORD2:13 pmChicago O'Hare Intl
Oct 3
ORD6:50 amChicago O'Hare Intl
9h 00m
1 stop
PIT3:50 pmPittsburgh
Frontier
Sep 28
PIT6:43 pmPittsburgh
17h 26m
2 stops
MDW11:09 amChicago Midway
Oct 2
MDW8:20 amChicago Midway
7h 23m
1 stop
PIT3:43 pmPittsburgh
Southwest
Sep 26
PIT5:50 amPittsburgh
1h 25m
MDW6:15 amChicago Midway
Sep 27
MDW3:10 pmChicago Midway
1h 20m
PIT4:30 pmPittsburgh
United Airlines
Oct 1
PIT5:00 amPittsburgh
1h 45m
ORD5:45 amChicago O'Hare Intl
Oct 27
ORD10:12 amChicago O'Hare Intl
1h 34m
PIT11:46 amPittsburgh
American Airlines
Sep 26
PIT2:55 amPittsburgh
1h 45m
ORD3:40 amChicago O'Hare Intl
Sep 27
ORD4:20 pmChicago O'Hare Intl
1h 30m
PIT5:50 pmPittsburgh

Best airlines flying from Pittsburgh to Chicago

Compare and see reviews for airlines that fly from Pittsburgh to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $140Free CancellationRating
6.0
2,808 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $153Free CancellationRating
7.2
2,715 reviews
Search United Airlines flights
American AirlinesPriceFrom $157Free CancellationRating
7.1
2,890 reviews
Search American Airlines flights
DeltaPriceFrom $258Free CancellationRating
7.8
1,565 reviews
Search Delta flights
  • United Airlines Flights From Pittsburgh to Chicago

    The lowest priced United Airlines flight from Pittsburgh to Chicago from the last 72 hours was $153. Generally, United Airlines has 26 flights on this route every week with an average price of $299. United Airlines is rated 7.2/10 by our users.

  • American Airlines Flights From Pittsburgh to Chicago

    American Airlines is also a popular choice for this route. American Airlines flight deals for Pittsburgh to Chicago start from as low as $157 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $309. American Airlines operates 16 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.1/10 across 2,890 reviews.


American Airlines flights from Pittsburgh to Chicago

Our best American Airlines deals on Pittsburgh to Chicago flight tickets
American Airlines
Oct 14
PIT1:05 amPittsburgh
4h 48m
1 stop
ORD4:53 amChicago O'Hare Intl
Oct 21
ORD6:15 amChicago O'Hare Intl
1h 30m
PIT7:45 amPittsburgh
American Airlines
Nov 20
PIT12:24 pmPittsburgh
1h 39m
ORD1:03 pmChicago O'Hare Intl
Nov 25
ORD1:59 pmChicago O'Hare Intl
1h 33m
PIT3:32 pmPittsburgh
American Airlines
Oct 12
PIT2:50 amPittsburgh
1h 38m
ORD3:28 amChicago O'Hare Intl
Oct 14
ORD9:55 amChicago O'Hare Intl
4h 01m
1 stop
PIT1:56 pmPittsburgh

United Airlines flights from Pittsburgh to Chicago

Our best United Airlines deals on Pittsburgh to Chicago flight tickets
United Airlines
Oct 19
PIT2:29 amPittsburgh
3h 59m
1 stop
ORD5:28 amChicago O'Hare Intl
Oct 23
ORD5:10 pmChicago O'Hare Intl
1h 37m
PIT6:47 pmPittsburgh
United Airlines
Nov 7
PIT2:00 amPittsburgh
1h 38m
ORD2:38 amChicago O'Hare Intl
Nov 14
ORD2:25 amChicago O'Hare Intl
1h 33m
PIT3:58 amPittsburgh
United Airlines
Nov 7
PIT2:00 amPittsburgh
1h 38m
ORD2:38 amChicago O'Hare Intl
Nov 13
ORD1:21 pmChicago O'Hare Intl
1h 34m
PIT2:55 pmPittsburgh

Choose the best way to get from Pittsburgh to Chicago


  • Is flying the fastest way to get from Pittsburgh to Chicago?

    The quickest way is to book a flight from Pittsburgh to Chicago, which can be as quick as 1h 38m onboard United Airlines. You can also get a train from Pittsburgh to Chicago, or a bus from Pittsburgh to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from Pittsburgh to Chicago?

    Planning to book a flight from Pittsburgh to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from Pittsburgh starting at $150 to Chicago or a bus from Pittsburgh to Chicago starting at $146 if that is your preferred method of transportation.

  • How far is Pittsburgh to Chicago by plane?

    Pittsburgh and Chicago are 408.7 mi apart from one another. In terms of flight time, this usually takes a little over 1h 38m.

  • When did momondo last update prices for flights from Pittsburgh Airport to Chicago?

    Prices for flights from Pittsburgh Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from Pittsburgh Airport to Chicago?

  • How old do you have to be to fly from Pittsburgh Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Alternative routes for Pittsburgh to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Philadelphia to Chicago Flights
Fastest flight time2h 13m
Cheapest price$45
Harrisburg to Chicago Flights
Fastest flight time2h 04m
Cheapest price$177
Philadelphia to St. Louis Flights
Fastest flight time2h 20m
Cheapest price$95
Pittsburgh to St. Louis Flights
Fastest flight time7h 22m
Cheapest price$156
Harrisburg to St. Louis Flights
Fastest flight time4h 38m
Cheapest price$261

Why use momondo?

Why should I use momondo to find a flight deal from Pittsburgh to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Pittsburgh to Chicago with flexible booking policies on momondo?

Flights from Pittsburgh to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Pittsburgh to Chicago?

Once you have performed a search for Pittsburgh to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Pittsburgh to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Pittsburgh to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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