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Cheap flights from Pittsburgh to Chicago from $86

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Chicago departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Pittsburgh to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Pittsburgh to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Spirit Airlines Logo
11:06 am - 7:27 amPIT-ORD
21h 21m1 stop
Spirit Airlines Logo
9:08 pm - 9:20 amORD-PIT
11h 12m1 stop
$173Spirit Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 4
Spirit Airlines Logo
7:00 am - 8:50 amPIT-ORD
26h 50m1 stop
Spirit Airlines Logo
12:41 pm - 11:19 pmORD-PIT
9h 38m1 stop
$176Spirit Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Frontier Logo
6:14 pm - 11:32 pmPIT-ORD
6h 18m1 stop
Frontier Logo
4:15 pm - 5:24 pmORD-PIT
24h 09m1 stop
$201Frontier
Find Deal
Fri, May 9 - Sun, May 11
Frontier Logo
5:40 pm - 8:53 pmPIT-MDW
28h 13m1 stop
Frontier Logo
9:12 pm - 6:00 pmMDW-PIT
19h 48m1 stop
$211Frontier
Find Deal
Fri, May 23 - Sat, May 31
United Airlines Logo
11:03 am - 11:53 amPIT-ORD
1h 50mnonstop
United Airlines Logo
9:05 pm - 11:44 pmORD-PIT
1h 39mnonstop
$235United Airlines
Find Deal
Tue, Jun 17 - Tue, Jun 17
Southwest Logo
1:45 pm - 2:10 pmPIT-MDW
1h 25mnonstop
Southwest Logo
9:25 pm - 11:50 pmMDW-PIT
1h 25mnonstop
$235Southwest
Find Deal
Tue, Jun 17 - Tue, Jun 17
American Airlines Logo
4:15 pm - 5:02 pmPIT-ORD
1h 47mnonstop
American Airlines Logo
7:05 pm - 9:42 pmORD-PIT
1h 37mnonstop
$236American Airlines
Find Deal
Sat, May 24 - Sun, May 25
American Airlines Logo
6:43 am - 7:34 amPIT-ORD
1h 51mnonstop
American Airlines Logo
7:05 pm - 9:42 pmORD-PIT
1h 37mnonstop
$237American Airlines
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
1:45 pm - 2:10 pmPIT-MDW
1h 25mnonstop
Southwest Logo
4:05 pm - 10:55 pmMDW-PIT
5h 50m1 stop
$245Southwest
Find Deal
Tue, Jun 17 - Tue, Jun 17
United Airlines Logo
2:10 pm - 2:55 pmPIT-ORD
1h 45mnonstop
United Airlines Logo
7:30 am - 10:10 amORD-PIT
1h 40mnonstop
$287United Airlines
Find Deal
Fri, May 23 - Mon, May 26

Spirit Airlines flights from Pittsburgh to Chicago

Our best Spirit Airlines deals on Pittsburgh to Chicago flight tickets
Spirit Airlines
Jun 2
PIT11:06 amPittsburgh
21h 21m
1 stop
ORD7:27 amChicago O'Hare Intl
Jun 4
ORD9:08 pmChicago O'Hare Intl
11h 12m
1 stop
PIT9:20 amPittsburgh
Spirit Airlines
May 27
PIT7:00 amPittsburgh
26h 50m
1 stop
ORD8:50 amChicago O'Hare Intl
Jun 3
ORD12:41 pmChicago O'Hare Intl
9h 38m
1 stop
PIT11:19 pmPittsburgh
Spirit Airlines
May 29
PIT7:00 amPittsburgh
12h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
Jun 4
ORD12:41 pmChicago O'Hare Intl
10h 13m
1 stop
PIT11:54 pmPittsburgh

Frontier flights from Pittsburgh to Chicago

Our best Frontier deals on Pittsburgh to Chicago flight tickets
Frontier
May 9
PIT6:14 pmPittsburgh
6h 18m
1 stop
ORD11:32 pmChicago O'Hare Intl
May 11
ORD4:15 pmChicago O'Hare Intl
24h 09m
1 stop
PIT5:24 pmPittsburgh
Frontier
May 23
PIT7:08 pmPittsburgh
6h 12m
1 stop
ORD12:20 amChicago O'Hare Intl
May 24
ORD5:03 pmChicago O'Hare Intl
24h 14m
1 stop
PIT6:17 pmPittsburgh
Frontier
May 16
PIT6:14 pmPittsburgh
6h 18m
1 stop
ORD11:32 pmChicago O'Hare Intl
May 18
ORD4:15 pmChicago O'Hare Intl
24h 09m
1 stop
PIT5:24 pmPittsburgh

See travel insights to Chicago from

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 to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Pittsburgh, with most prices found around $223. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Pittsburgh to Chicago during September average around $255.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $439. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Pittsburgh to Chicago for around $608.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Pittsburgh to Chicago during this time can be as low as $417. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $663.

What is the cheapest Pittsburgh to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Pittsburgh when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $308 when searching 13 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Pittsburgh for as low as $224 on momondo.

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

There are 4 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.

How have Pittsburgh to Chicago flight prices changed over time?

As of April 2025, prices for Pittsburgh to Chicago flights are approximately 45% cheaper when compared to flights at the same time last year.

When to book flights from Pittsburgh to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Pittsburgh to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pittsburgh to Chicago (PIT to CHI) flight deals and tips

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

Best Price Found

$86

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 $86. The best round-trip flight deal from Pittsburgh to Chicago found on momondo in the last 72 hours is $173.
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)

  • 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 25m onboard Southwest. 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 bus from Pittsburgh to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a flight and a train are priced higher than the cost of a bus. You can search prices for a flight from Pittsburgh starting at $173 to Chicago or a train from Pittsburgh to Chicago starting at $202 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 25m.

  • 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.

  • What is the most popular plane model from Pittsburgh to Chicago?

  • What is the most popular airline from Pittsburgh to Chicago?


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 $89Free CancellationRating
6.3
7,956 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $118Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $125Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
SouthwestPriceFrom $126Free CancellationRating
8.0
4,295 reviews
Search Southwest flights
DeltaPriceFrom $197Free CancellationRating
8.0
7,929 reviews
Search Delta flights
  • Southwest Flights From Pittsburgh to Chicago

    The lowest priced Southwest flight from Pittsburgh to Chicago from the last 72 hours was $126. Generally, Southwest has 15 flights on this route every week with an average price of $315. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Pittsburgh to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Pittsburgh to Chicago start from as low as $125 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $317. United Airlines operates 15 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.4/10 across 8,696 reviews.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

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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Sun 5/11

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago