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Cheap flights from Pittsburgh to Chicago from $48

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 3/25. 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.
6:30 am - 6:26 pmPIT-ORD
12h 56m1 stop
5:22 pm - 12:32 amORD-PIT
6h 10m1 stop
$103Spirit Airlines
Find Deal
mar., mar. 11 - mié., mar. 12
11:41 am - 7:44 amPIT-ORD
21h 03m1 stop
5:22 pm - 10:36 amORD-PIT
16h 14m1 stop
$107Spirit Airlines
Find Deal
lun., mar. 10 - mar., mar. 11
2:20 pm - 7:51 pmPIT-MDW
6h 31m1 stop
4:40 pm - 10:48 amMDW-PIT
17h 08m1 stop
$110Frontier
Find Deal
mar., abr. 8 - mar., abr. 15
3:58 pm - 4:49 pmPIT-ORD
1h 51mnonstop
12:55 pm - 3:27 pmORD-PIT
1h 32mnonstop
$117American Airlines
Find Deal
mar., abr. 15 - mar., abr. 22
6:45 am - 7:15 amPIT-MDW
1h 30mnonstop
8:40 pm - 11:05 pmMDW-PIT
1h 25mnonstop
$117Southwest
Find Deal
jue., mar. 20 - jue., mar. 27
10:20 am - 2:50 pmPIT-MDW
5h 30m1 stop
1:35 pm - 3:55 pmMDW-PIT
1h 20mnonstop
$127Southwest
Find Deal
jue., mar. 20 - jue., mar. 27
7:00 am - 7:43 amPIT-ORD
1h 43mnonstop
7:10 am - 9:44 amORD-PIT
1h 34mnonstop
$132United Airlines
Find Deal
sáb., abr. 5 - lun., abr. 7
10:50 am - 11:33 amPIT-ORD
1h 43mnonstop
6:00 pm - 8:39 pmORD-PIT
1h 39mnonstop
$133United Airlines
Find Deal
mié., abr. 2 - sáb., abr. 5
7:48 am - 8:35 amPIT-ORD
1h 47mnonstop
7:05 pm - 9:42 pmORD-PIT
1h 37mnonstop
$135American Airlines
Find Deal
vie., may. 9 - lun., may. 12
8:52 pm - 7:29 pmPIT-MDW
23h 37m1 stop
12:45 pm - 8:46 amMDW-PIT
19h 01m1 stop
$212Frontier
Find Deal
dom., mar. 2 - jue., mar. 6

Spirit Airlines flights from Pittsburgh to Chicago

Our best Spirit Airlines deals on Pittsburgh to Chicago flight tickets
Spirit Airlines
Mar 11
PIT6:30 amPittsburgh
12h 56m
1 stop
ORD6:26 pmChicago O'Hare Intl
Mar 12
ORD5:22 pmChicago O'Hare Intl
6h 10m
1 stop
PIT12:32 amPittsburgh
Spirit Airlines
Mar 10
PIT11:41 amPittsburgh
21h 03m
1 stop
ORD7:44 amChicago O'Hare Intl
Mar 11
ORD5:22 pmChicago O'Hare Intl
16h 14m
1 stop
PIT10:36 amPittsburgh
Spirit Airlines
Apr 30
PIT5:33 amPittsburgh
14h 05m
1 stop
ORD6:38 pmChicago O'Hare Intl
May 7
ORD5:10 pmChicago O'Hare Intl
24h 51m
1 stop
PIT7:01 pmPittsburgh

American Airlines flights from Pittsburgh to Chicago

Our best American Airlines deals on Pittsburgh to Chicago flight tickets
American Airlines
Apr 15
PIT3:58 pmPittsburgh
1h 51m
ORD4:49 pmChicago O'Hare Intl
Apr 22
ORD12:55 pmChicago O'Hare Intl
1h 32m
PIT3:27 pmPittsburgh
American Airlines
May 9
PIT7:48 amPittsburgh
1h 47m
ORD8:35 amChicago O'Hare Intl
May 12
ORD7:05 pmChicago O'Hare Intl
1h 37m
PIT9:42 pmPittsburgh
American Airlines
Mar 20
PIT6:35 amPittsburgh
1h 52m
ORD7:27 amChicago O'Hare Intl
Mar 23
ORD8:30 amChicago O'Hare Intl
1h 33m
PIT11:03 amPittsburgh

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 $233. 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 Friday when prices can be found for as low as $453. 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 $613.

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 $427. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $691.

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 $302 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 $212 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 February 2025, prices for Pittsburgh to Chicago flights are approximately 15% 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

$48

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 $48. The best round-trip flight deal from Pittsburgh to Chicago found on momondo in the last 72 hours is $103.
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 $127Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $136Free CancellationRating
7.4
8,765 reviews
Search United Airlines flights
SouthwestPriceFrom $152Free CancellationRating
8.1
4,411 reviews
Search Southwest flights
DeltaPriceFrom $155Free CancellationRating
8.0
8,219 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 $152. Generally, Southwest has 10 flights on this route every week with an average price of $310. 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 $322. United Airlines operates 22 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.4/10 across 8,765 reviews.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
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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1 adult
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mar. 2/25
mar. 3/4

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