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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.
4:13 pm - 4:58 pmPIT-ORD
1h 45mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$137American Airlines
Find Deal
Tue, Jan 7 - Wed, Jan 8
11:00 am - 11:54 amPIT-ORD
1h 54mnonstop
8:50 am - 2:04 pmORD-PIT
4h 14m1 stop
$147United Airlines
Find Deal
Tue, Jan 7 - Wed, Jan 8
4:13 pm - 4:58 pmPIT-ORD
1h 45mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$152American Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
7:05 am - 7:40 amPIT-MDW
1h 35mnonstop
10:15 am - 12:35 pmMDW-PIT
1h 20mnonstop
$153Southwest
Find Deal
Mon, Jan 13 - Wed, Jan 15
6:15 am - 9:44 amPIT-ORD
4h 29m1 stop
8:50 am - 2:04 pmORD-PIT
4h 14m1 stop
$156United Airlines
Find Deal
Tue, Jan 7 - Wed, Jan 8
8:05 pm - 11:29 pmPIT-ORD
4h 24m1 stop
2:15 pm - 4:49 pmORD-PIT
1h 34mnonstop
$162United Airlines
Find Deal
Thu, Feb 20 - Tue, Feb 25
7:55 pm - 8:25 pmPIT-MDW
1h 30mnonstop
5:10 pm - 7:30 pmMDW-PIT
1h 20mnonstop
$165Southwest
Find Deal
Thu, Feb 20 - Tue, Feb 25
9:17 pm - 9:34 amPIT-ORD
13h 17m1 stop
7:00 am - 8:12 pmORD-PIT
12h 12m1 stop
$178Spirit Airlines
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Wed, Jan 15 - Wed, Jan 22
8:38 pm - 11:04 amPIT-ORD
15h 26m1 stop
8:14 pm - 8:12 pmORD-PIT
22h 58m2 stops
$213Spirit Airlines
Find Deal
Tue, Jan 7 - Wed, Jan 8
8:36 pm - 9:15 amPIT-ORD
13h 39m1 stop
9:25 am - 8:46 amORD-PIT
22h 21m1 stop
$298Frontier
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Fri, Feb 28 - Sun, Mar 9
4:41 pm - 12:17 amPIT-MDW
8h 36m1 stop
$54Frontier
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Thu, Jan 23
7:15 pm - 7:45 pmPIT-MDW
1h 30mnonstop
$69Southwest
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Tue, Jan 21
5:55 pm - 6:42 pmPIT-ORD
1h 47mnonstop
$69United Airlines
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Wed, Jan 22
9:17 pm - 11:06 amPIT-ORD
14h 49m1 stop
$76Spirit Airlines
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Tue, Feb 11
3:14 pm - 6:55 pmPIT-ORD
4h 41m1 stop
$78United Airlines
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Tue, Jan 28
6:15 pm - 10:20 pmPIT-MDW
5h 05m1 stop
$88Delta
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Wed, Jan 15
6:05 pm - 8:53 pmPIT-ORD
3h 48m1 stop
$88Delta
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Tue, Feb 18
9:17 pm - 8:13 pmPIT-ORD
23h 56m2 stops
$98Spirit Airlines
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Tue, Jan 21
10:39 am - 11:25 amPIT-ORD
1h 46mnonstop
$138American Airlines
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Tue, Dec 24
9:46 am - 2:12 pmPIT-ORD
5h 26m1 stop
$147American Airlines
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Tue, Dec 24
6:00 pm - 12:47 amPIT-ORD
7h 47m1 stop
7:00 am - 8:12 pmORD-PIT
12h 12m1 stop
Thu, Dec 19 - Wed, Jan 22
6:00 pm - 12:47 amPIT-ORD
7h 47m1 stop
7:00 am - 10:16 amORD-PIT
26h 16m2 stops
Thu, Dec 19 - Wed, Jan 22
12:35 pm - 7:47 amPIT-ORD
20h 12m1 stop
7:26 am - 11:15 pmORD-PIT
14h 49m1 stop
$426Spirit Airlines
Find Deal
Thu, Dec 19 - Sat, Jan 11
5:44 pm - 6:32 pmPIT-ORD
1h 48mnonstop
5:59 pm - 8:34 pmORD-PIT
1h 35mnonstop
$430United Airlines
Find Deal
Thu, Dec 19 - Tue, Jan 7
12:35 pm - 8:49 pmPIT-ORD
9h 14m1 stop
1:24 pm - 7:33 pmORD-PIT
5h 09m1 stop
$435Spirit Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
5:44 pm - 6:32 pmPIT-ORD
1h 48mnonstop
8:50 am - 2:04 pmORD-PIT
4h 14m1 stop
$440United Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
6:25 am - 7:20 amPIT-ORD
1h 55mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$495American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 8
10:39 am - 11:25 amPIT-ORD
1h 46mnonstop
1:35 pm - 8:58 pmORD-PIT
6h 23m1 stop
$497American Airlines
Find Deal
Thu, Dec 19 - Sat, Jan 11
6:00 am - 1:00 pmPIT-ORD
8h 00m1 stop
11:25 am - 9:10 pmORD-PIT
8h 45m1 stop
$540Southwest
Find Deal
Fri, Dec 20 - Tue, Dec 24
7:55 am - 8:25 amPIT-MDW
1h 30mnonstop
1:20 pm - 3:40 pmMDW-PIT
1h 20mnonstop
$628Southwest
Find Deal
Thu, Dec 19 - Thu, Dec 26
4:13 pm - 4:58 pmPIT-ORD
1h 45mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$137American Airlines
Find Deal
Tue, Jan 7 - Wed, Jan 8
4:13 pm - 4:58 pmPIT-ORD
1h 45mnonstop
6:15 pm - 8:53 pmORD-PIT
1h 38mnonstop
$152American Airlines
Find Deal
Tue, Jan 14 - Sat, Jan 18
7:05 am - 7:40 amPIT-MDW
1h 35mnonstop
10:15 am - 12:35 pmMDW-PIT
1h 20mnonstop
$153Southwest
Find Deal
Mon, Jan 13 - Wed, Jan 15
7:55 pm - 8:25 pmPIT-MDW
1h 30mnonstop
5:10 pm - 7:30 pmMDW-PIT
1h 20mnonstop
$165Southwest
Find Deal
Thu, Feb 20 - Tue, Feb 25
6:19 am - 7:14 amPIT-ORD
1h 55mnonstop
12:21 pm - 2:53 pmORD-PIT
1h 32mnonstop
$167American Airlines
Find Deal
Mon, Jan 6 - Mon, Jan 13
7:08 am - 8:05 amPIT-ORD
1h 57mnonstop
12:21 pm - 2:53 pmORD-PIT
1h 32mnonstop
$168American Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13
7:15 pm - 7:45 pmPIT-MDW
1h 30mnonstop
1:45 pm - 4:05 pmMDW-PIT
1h 20mnonstop
$168Southwest
Find Deal
Thu, Jan 9 - Mon, Jan 13
2:06 pm - 2:55 pmPIT-ORD
1h 49mnonstop
7:15 am - 9:49 amORD-PIT
1h 34mnonstop
$212United Airlines
Find Deal
Thu, Feb 27 - Wed, Mar 5
2:06 pm - 2:55 pmPIT-ORD
1h 49mnonstop
7:15 am - 9:45 amORD-PIT
1h 30mnonstop
$227United Airlines
Find Deal
Thu, Feb 27 - Mon, Mar 3
2:00 pm - 2:55 pmPIT-ORD
1h 55mnonstop
9:05 pm - 11:42 pmORD-PIT
1h 37mnonstop
$228United Airlines
Find Deal
Thu, Jan 9 - Mon, Jan 13

American Airlines flights from Pittsburgh to Chicago

Our best American Airlines deals on Pittsburgh to Chicago flight tickets
American Airlines
Jan 7
PIT4:13 pmPittsburgh
1h 45m
ORD4:58 pmChicago O'Hare Intl
Jan 8
ORD6:15 pmChicago O'Hare Intl
1h 38m
PIT8:53 pmPittsburgh
American Airlines
Jan 14
PIT4:13 pmPittsburgh
1h 45m
ORD4:58 pmChicago O'Hare Intl
Jan 18
ORD6:15 pmChicago O'Hare Intl
1h 38m
PIT8:53 pmPittsburgh
American Airlines
Jan 6
PIT6:19 amPittsburgh
1h 55m
ORD7:14 amChicago O'Hare Intl
Jan 13
ORD12:21 pmChicago O'Hare Intl
1h 32m
PIT2:53 pmPittsburgh

JetBlue flights from Pittsburgh to Chicago

Our best JetBlue deals on Pittsburgh to Chicago flight tickets
JetBlue
Jan 31
PIT11:00 amPittsburgh
7h 59m
1 stop
ORD5:59 pmChicago O'Hare Intl
Feb 2
ORD9:05 amChicago O'Hare Intl
4h 59m
1 stop
PIT3:04 pmPittsburgh
JetBlue
Jan 31
PIT10:55 amPittsburgh
8h 04m
1 stop
ORD5:59 pmChicago O'Hare Intl
Feb 7
ORD9:05 amChicago O'Hare Intl
4h 59m
1 stop
PIT3:04 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 February is, on average, the cheapest month to fly to Chicago from Pittsburgh, with most prices found around $227. If you’re not able to fly to Chicago in February, then August is your next best option. Flight prices from Pittsburgh to Chicago during August average around $233.

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 Wednesday when prices can be found for as low as $245. 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 $326.

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 morning. Flights from Pittsburgh to Chicago during this time can be as low as $278. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $302.

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?

The best time to book a flight to Chicago from Pittsburgh is 50 days out, which is when prices tend to be around $289. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $174.

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.

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 December 2024, prices for Pittsburgh to Chicago flights are approximately 162% 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)

  • 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 $137 to Chicago or a train from Pittsburgh to Chicago starting at $330 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
American AirlinesPriceFrom $122Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $135Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
DeltaPriceFrom $155Free CancellationRating
8.0
8,604 reviews
Search Delta flights
SouthwestPriceFrom $158Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
  • Southwest Flights From Pittsburgh to Chicago

    The lowest priced Southwest flight from Pittsburgh to Chicago from the last 72 hours was $158. Generally, Southwest has 9 flights on this route every week with an average price of $303. 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 $135 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $308. United Airlines operates 9 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.4/10 across 9,059 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.


Choose the best way to get from Pittsburgh to Chicago

Buses

12h 25m
$101 one-way$108 round-trip
Nonstop · from $108

Distance to downtown

F990.8 mi

Find Buses

Pittsburgh to Chicago Buses

Trains

9h 46m
$165 one-way$330 round-trip
Nonstop · from $330

Distance to downtown

ZUN0.7 mi

Flights

1h 25m
$54 one-way$137 round-trip
Nonstop · from $1371 stop · from $147

Distance to downtown

ORD15.9 mi

An easier way to manage your Chicago trip

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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