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Cheap flights from Pittsburgh to Chicago from $54

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 1/23. 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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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.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Pittsburgh to Chicago.

Cheap last minute flights

Planning a quick getaway from Pittsburgh to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Pittsburgh to Chicago

Find recent round-trip train or bus tickets from Pittsburgh to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:50 pm - 6:33 pmPIT-ORD
1h 43mnonstop
10:35 am - 1:15 pmORD-PIT
1h 40mnonstop
$137United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:25 am - 7:20 amPIT-ORD
1h 55mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$142American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
9:25 pm - 9:55 pmPIT-MDW
1h 30mnonstop
6:25 pm - 8:45 pmMDW-PIT
1h 20mnonstop
$143Southwest
Find Deal
Mon, Dec 30 - Wed, Jan 1
7:33 pm - 12:34 amPIT-ORD
6h 01m1 stop
9:58 am - 6:03 pmORD-PIT
7h 05m1 stop
$144Spirit Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
7:10 am - 7:50 amPIT-ORD
1h 40mnonstop
9:05 pm - 11:36 pmORD-PIT
1h 31mnonstop
$147United Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
6:25 am - 7:20 amPIT-ORD
1h 55mnonstop
12:21 pm - 2:53 pmORD-PIT
1h 32mnonstop
$152American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
8:20 am - 8:55 amPIT-MDW
1h 35mnonstop
8:20 am - 10:40 amMDW-PIT
1h 20mnonstop
$153Southwest
Find Deal
Tue, Dec 17 - Thu, Dec 19
4:41 pm - 12:13 amPIT-MDW
8h 32m1 stop
7:15 am - 3:44 pmMDW-PIT
7h 29m1 stop
$157Frontier
Find Deal
Sun, Jan 12 - Thu, Jan 16
8:35 pm - 10:17 amPIT-ORD
14h 42m1 stop
10:43 am - 11:27 pmORD-PIT
11h 44m1 stop
$163Spirit Airlines
Find Deal
Fri, Dec 6 - Wed, Dec 11
8:19 pm - 9:15 amPIT-ORD
13h 56m1 stop
8:14 am - 7:29 pmORD-PIT
10h 15m1 stop
$168Frontier
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Fri, Feb 14 - Sun, Feb 16
4:41 pm - 12:17 amPIT-MDW
8h 36m1 stop
$54Frontier
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Thu, Jan 23
4:41 pm - 12:17 amPIT-MDW
8h 36m1 stop
$63Frontier
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Sun, Jan 26
7:10 am - 8:04 amPIT-ORD
1h 54mnonstop
$69United Airlines
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Tue, Dec 31
2:10 pm - 2:35 pmPIT-MDW
1h 25mnonstop
$69Southwest
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Tue, Dec 31
7:00 am - 7:55 amPIT-ORD
1h 55mnonstop
$74United Airlines
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Fri, Jan 10
7:15 pm - 7:45 pmPIT-MDW
1h 30mnonstop
$74Southwest
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Thu, Jan 9
8:35 pm - 10:17 amPIT-ORD
14h 42m1 stop
$82Spirit Airlines
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Thu, Dec 5
5:30 am - 7:11 pmPIT-ORD
14h 41m2 stops
$89Spirit Airlines
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Wed, Feb 26
11:00 am - 11:43 amPIT-ORD
1h 43mnonstop
$138American Airlines
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Tue, Nov 26
6:19 am - 7:14 amPIT-ORD
1h 55mnonstop
$159American Airlines
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Mon, Dec 30
6:17 am - 6:31 pmPIT-ORD
13h 14m1 stop
8:57 am - 12:37 amORD-PIT
14h 40m1 stop
$314Spirit Airlines
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Thu, Nov 21 - Mon, Nov 25
6:17 am - 6:31 pmPIT-ORD
13h 14m1 stop
5:15 pm - 12:37 amORD-PIT
6h 22m1 stop
$340Spirit Airlines
Find Deal
Sat, Nov 23 - Mon, Dec 2
6:23 am - 8:50 amPIT-MDW
3h 27m1 stop
12:43 pm - 6:52 pmMDW-PIT
5h 09m1 stop
$432Delta
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Mon, Nov 25 - Wed, Nov 27
8:55 pm - 9:25 pmPIT-MDW
1h 30mnonstop
1:20 pm - 3:40 pmMDW-PIT
1h 20mnonstop
$470Southwest
Find Deal
Mon, Nov 25 - Thu, Nov 28
6:00 am - 10:40 amPIT-MDW
5h 40m1 stop
1:20 pm - 3:40 pmMDW-PIT
1h 20mnonstop
$479Southwest
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:50 am - 9:39 amPIT-ORD
1h 49mnonstop
10:45 am - 1:18 pmORD-PIT
1h 33mnonstop
$499United Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
3:00 pm - 8:00 amPIT-ORD
18h 00m2 stops
6:14 pm - 11:09 pmORD-PIT
3h 55m1 stop
$501United Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
6:12 pm - 6:55 pmPIT-ORD
1h 43mnonstop
4:05 pm - 6:32 pmORD-PIT
1h 27mnonstop
$555American Airlines
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Sat, Nov 23 - Mon, Dec 2
1:56 pm - 7:08 pmPIT-ORD
6h 12m1 stop
7:04 pm - 9:39 pmORD-PIT
1h 35mnonstop
$565American Airlines
Find Deal
Sat, Nov 23 - Mon, Dec 2
1:15 pm - 6:02 pmPIT-MDW
5h 47m1 stop
5:42 pm - 10:55 pmMDW-PIT
4h 13m1 stop
$626Delta
Find Deal
Mon, Nov 25 - Sat, Nov 30
5:50 pm - 6:33 pmPIT-ORD
1h 43mnonstop
10:35 am - 1:15 pmORD-PIT
1h 40mnonstop
$137United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:25 am - 7:20 amPIT-ORD
1h 55mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$142American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
7:10 am - 7:50 amPIT-ORD
1h 40mnonstop
9:05 pm - 11:36 pmORD-PIT
1h 31mnonstop
$147United Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
6:25 am - 7:20 amPIT-ORD
1h 55mnonstop
12:21 pm - 2:53 pmORD-PIT
1h 32mnonstop
$152American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
8:20 am - 8:55 amPIT-MDW
1h 35mnonstop
8:20 am - 10:40 amMDW-PIT
1h 20mnonstop
$153Southwest
Find Deal
Tue, Dec 17 - Thu, Dec 19
7:10 am - 7:50 amPIT-ORD
1h 40mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$157United Airlines
Find Deal
Fri, Dec 13 - Sat, Dec 14
11:07 am - 11:50 amPIT-ORD
1h 43mnonstop
12:21 pm - 2:53 pmORD-PIT
1h 32mnonstop
$167American Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
5:55 pm - 6:42 pmPIT-ORD
1h 47mnonstop
5:59 pm - 8:34 pmORD-PIT
1h 35mnonstop
$176United Airlines
Find Deal
Wed, Jan 8 - Sat, Jan 11
9:25 pm - 9:55 pmPIT-MDW
1h 30mnonstop
6:25 pm - 8:45 pmMDW-PIT
1h 20mnonstop
$183Southwest
Find Deal
Mon, Dec 30 - Wed, Jan 1
12:50 pm - 1:20 pmPIT-MDW
1h 30mnonstop
1:45 pm - 4:05 pmMDW-PIT
1h 20mnonstop
$232Southwest
Find Deal
Wed, Jan 8 - Fri, Jan 10

American Airlines flights from Pittsburgh to Chicago

Our best American Airlines deals on Pittsburgh to Chicago flight tickets
American Airlines
Dec 19
PIT6:25 amPittsburgh
1h 55m
ORD7:20 amChicago O'Hare Intl
Jan 8
ORD6:15 pmChicago O'Hare Intl
1h 38m
PIT8:53 pmPittsburgh
American Airlines
Dec 19
PIT6:25 amPittsburgh
1h 55m
ORD7:20 amChicago O'Hare Intl
Jan 8
ORD12:21 pmChicago O'Hare Intl
1h 32m
PIT2:53 pmPittsburgh
American Airlines
Jan 30
PIT11:07 amPittsburgh
1h 43m
ORD11:50 amChicago O'Hare Intl
Feb 3
ORD12:21 pmChicago O'Hare Intl
1h 32m
PIT2:53 pmPittsburgh

Spirit Airlines flights from Pittsburgh to Chicago

Our best Spirit Airlines deals on Pittsburgh to Chicago flight tickets
Spirit Airlines
Dec 10
PIT7:33 pmPittsburgh
6h 01m
1 stop
ORD12:34 amChicago O'Hare Intl
Dec 17
ORD9:58 amChicago O'Hare Intl
7h 05m
1 stop
PIT6:03 pmPittsburgh
Spirit Airlines
Dec 6
PIT8:35 pmPittsburgh
14h 42m
1 stop
ORD10:17 amChicago O'Hare Intl
Dec 11
ORD10:43 amChicago O'Hare Intl
11h 44m
1 stop
PIT11:27 pmPittsburgh
Spirit Airlines
Dec 11
PIT7:33 pmPittsburgh
6h 01m
1 stop
ORD12:34 amChicago O'Hare Intl
Dec 18
ORD12:09 pmChicago O'Hare Intl
8h 23m
1 stop
PIT9:32 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 from Pittsburgh to Chicago?

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

What is the cheapest day to depart Pittsburgh for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

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

In the morning. Pittsburgh to Chicago flights are approximately 6% more expensive in the afternoon than in the morning

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?

57 days before. The cheapest time to buy a flight from Pittsburgh to Chicago is approximately 57 days to departure

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 21% on your flight if you consider stops on a Pittsburgh to Chicago flight.

How have Pittsburgh to Chicago flight prices changed over time?

As of November 2024, prices for Pittsburgh to Chicago flights are approximately 5% more expensive 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

$54

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 $54. The best round-trip flight deal from Pittsburgh to Chicago found on momondo in the last 72 hours is $137.
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 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
American AirlinesPriceFrom $118Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $136Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
SouthwestPriceFrom $148Free CancellationRating
8.1
5,014 reviews
Search Southwest flights
DeltaPriceFrom $155Free CancellationRating
8.0
8,756 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 $148. Generally, Southwest has 18 flights on this route every week with an average price of $296. Southwest is rated 8.1/10 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 $136 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $303. United Airlines operates 25 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.4/10 across 9,171 reviews.


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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago