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Cheap flights from Pittsburgh to Chicago from $50

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 6/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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Mon 5/13
Mon 5/20

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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
Frontier
May 21
PIT12:03 pmPittsburgh
8h 52m
1 stop
MDW7:55 pmChicago Midway
May 22
MDW12:09 pmChicago Midway
8h 29m
1 stop
PIT9:38 pmPittsburgh
Delta
Jul 17
PIT6:00 amPittsburgh
3h 40m
1 stop
MDW8:40 amChicago Midway
Jul 23
MDW1:24 pmChicago Midway
3h 08m
1 stop
PIT5:32 pmPittsburgh
United Airlines
Jul 16
PIT5:55 pmPittsburgh
1h 40m
ORD6:35 pmChicago O'Hare Intl
Jul 23
ORD7:30 amChicago O'Hare Intl
1h 38m
PIT10:08 amPittsburgh
Spirit Airlines
May 21
PIT8:29 amPittsburgh
26h 26m
3 stops
ORD9:55 amChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
13h 33m
2 stops
PIT1:34 amPittsburgh
Multiple Airlines
Jun 13
PIT4:11 pmPittsburgh
9h 06m
1 stop
ORD12:17 amChicago O'Hare Intl
Jun 19
ORD4:32 pmChicago O'Hare Intl
8h 02m
1 stop
PIT1:34 amPittsburgh
American Airlines
May 30
PIT8:37 amPittsburgh
1h 38m
ORD9:15 amChicago O'Hare Intl
Jun 3
ORD10:15 amChicago O'Hare Intl
1h 25m
PIT12:40 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, Frontier and Spirit Airlines
Frontier
Jun 5
PIT8:11 amPittsburgh
6h 21m
1 stop
MDW1:32 pmChicago Midway
Spirit Airlines
Jun 6
PIT6:40 amPittsburgh
10h 48m
1 stop
ORD4:28 pmChicago O'Hare Intl
United Airlines
Jun 5
PIT8:50 amPittsburgh
1h 46m
ORD9:36 amChicago 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
Frontier
May 14
PIT1:41 pmPittsburgh
9h 24m
1 stop
MDW10:05 pmChicago Midway
May 18
MDW10:33 pmChicago Midway
11h 25m
1 stop
PIT10:58 amPittsburgh
Spirit Airlines
May 14
PIT1:02 pmPittsburgh
30h 21m
3 stops
ORD6:23 pmChicago O'Hare Intl
May 21
ORD5:41 pmChicago O'Hare Intl
22h 11m
2 stops
PIT4:52 pmPittsburgh
Multiple Airlines
May 13
PIT7:00 amPittsburgh
12h 17m
1 stop
ORD6:17 pmChicago O'Hare Intl
May 14
ORD9:35 amChicago O'Hare Intl
6h 11m
1 stop
PIT4:46 pmPittsburgh
Frontier
May 14
PIT1:41 pmPittsburgh
9h 24m
1 stop
MDW10:05 pmChicago Midway
May 18
MDW10:33 pmChicago Midway
11h 25m
1 stop
PIT10:58 amPittsburgh
Frontier
May 16
PIT1:27 pmPittsburgh
7h 13m
1 stop
MDW7:40 pmChicago Midway
May 20
MDW7:31 pmChicago Midway
10h 45m
1 stop
PIT7:16 amPittsburgh
Frontier
May 17
PIT5:46 pmPittsburgh
5h 02m
1 stop
MDW9:48 pmChicago Midway
May 20
MDW12:14 pmChicago Midway
8h 06m
1 stop
PIT9:20 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 $116Free CancellationRating
6.4
8,706 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
11,043 reviews
Search United Airlines flights
American AirlinesPriceFrom $147Free CancellationRating
7.3
14,677 reviews
Search American Airlines flights
DeltaPriceFrom $155Free CancellationRating
8.0
10,789 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 $137. Generally, United Airlines has 26 flights on this route every week with an average price of $303. United Airlines is rated 7.4/10 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 $147 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $294. American Airlines operates 16 flights to Chicago from Pittsburgh in an average week. Users have rated it 7.3/10 across 14,677 reviews.


United Airlines flights from Pittsburgh to Chicago

Our best United Airlines deals on Pittsburgh to Chicago flight tickets
United Airlines
Jul 16
PIT5:55 pmPittsburgh
1h 40m
ORD6:35 pmChicago O'Hare Intl
Jul 23
ORD7:30 amChicago O'Hare Intl
1h 38m
PIT10:08 amPittsburgh
United Airlines
Jun 5
PIT2:13 pmPittsburgh
1h 42m
ORD2:55 pmChicago O'Hare Intl
Jun 6
ORD6:30 pmChicago O'Hare Intl
1h 36m
PIT9:06 pmPittsburgh
United Airlines
May 30
PIT8:50 amPittsburgh
1h 46m
ORD9:36 amChicago O'Hare Intl
Jun 3
ORD9:05 pmChicago O'Hare Intl
1h 39m
PIT11:44 pmPittsburgh

Spirit Airlines flights from Pittsburgh to Chicago

Our best Spirit Airlines deals on Pittsburgh to Chicago flight tickets
Spirit Airlines
May 14
PIT1:02 pmPittsburgh
30h 21m
3 stops
ORD6:23 pmChicago O'Hare Intl
May 21
ORD5:41 pmChicago O'Hare Intl
22h 11m
2 stops
PIT4:52 pmPittsburgh
Spirit Airlines
May 21
PIT8:29 amPittsburgh
26h 26m
3 stops
ORD9:55 amChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
13h 33m
2 stops
PIT1:34 amPittsburgh
Spirit Airlines
Jun 5
PIT6:50 amPittsburgh
28h 11m
2 stops
ORD10:01 amChicago O'Hare Intl
Jun 12
ORD11:01 amChicago O'Hare Intl
13h 33m
2 stops
PIT1:34 amPittsburgh

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 11% more expensive in the afternoon 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?

44 days before. The cheapest time to buy a flight from Pittsburgh to Chicago is approximately 44 days to departure

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

As of May 2024, 40 flights take off from Pittsburgh and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 66% of daily flights taking off at noon.

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

As of May 2024, 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 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.

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

$50

Fastest flight time

1h 37m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Pittsburgh in the past 72 hours is $50. The best round-trip flight deal from Pittsburgh to Chicago found on momondo in the last 72 hours is $98.
The fastest flight from Pittsburgh to Chicago takes 1h 37m
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 37m onboard American 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 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 $98 to Chicago or a train from Pittsburgh to Chicago starting at $176 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 37m.

  • 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.


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

10h 50m
$68 one-way$96 round-trip
Nonstop · from $961 stop · from $77

Distance to downtown

ZUN0.7 mi

Find Buses

Pittsburgh to Chicago Buses

Trains

9h 46m
$107 one-way$176 round-trip
Nonstop · from $176

Distance to downtown

ZUN0.7 mi

Flights

1h 37m
$50 one-way$98 round-trip
Nonstop · from $1571 stop · from $81

Distance to downtown

MDW8.6 mi

An easier way to manage your Chicago trip

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Mon 5/13
Mon 5/20
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Find better results for your stay in the United States

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