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Cheap flights from Chicago to Pittsburgh from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Pittsburgh departing on 1/15. 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
0 bags

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Find the cheapest flights from Chicago to Pittsburgh

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
9:25 am - 5:45 pmMDW-PIT
7h 20m2 stops
Southwest Logo
6:45 pm - 7:15 pmPIT-MDW
1h 30mnonstop
$112Southwest
Find Deal
mar., nov. 4 - mar., nov. 11
Spirit Airlines Logo
10:52 am - 9:11 pmORD-PIT
9h 19m1 stop
Spirit Airlines Logo
10:15 am - 8:27 pmPIT-ORD
11h 12m1 stop
$114Spirit Airlines
Find Deal
mar., nov. 4 - mar., nov. 11
American Airlines Logo
12:11 pm - 2:42 pmORD-PIT
1h 31mnonstop
American Airlines Logo
5:00 pm - 6:00 pmPIT-ORD
2h 00mnonstop
$137American Airlines
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jue., oct. 30 - mié., nov. 5
Multiple Airlines Logo
4:57 pm - 6:21 amORD-PIT
12h 24m1 stop
Multiple Airlines Logo
5:35 pm - 10:42 amPIT-ORD
18h 07m1 stop
$140Multiple Airlines
Find Deal
mié., nov. 5 - dom., nov. 9
Multiple Airlines Logo
8:26 am - 1:53 pmORD-PIT
4h 27m1 stop
Multiple Airlines Logo
10:15 am - 8:27 pmPIT-ORD
11h 12m1 stop
$149Multiple Airlines
Find Deal
jue., nov. 13 - mar., nov. 18
Frontier Logo
8:25 am - 1:41 pmMDW-PIT
4h 16m1 stop
Frontier Logo
3:55 pm - 11:03 pmPIT-MDW
8h 08m1 stop
$150Frontier
Find Deal
jue., oct. 23 - lun., oct. 27
Frontier Logo
8:26 am - 1:53 pmORD-PIT
4h 27m1 stop
Frontier Logo
5:30 pm - 12:15 amPIT-ORD
7h 45m1 stop
$150Frontier
Find Deal
lun., nov. 3 - vie., nov. 14
United Airlines Logo
10:35 am - 1:10 pmORD-PIT
1h 35mnonstop
United Airlines Logo
10:49 am - 11:41 amPIT-ORD
1h 52mnonstop
$151United Airlines
Find Deal
sáb., ene. 17 - dom., ene. 18
American Airlines Logo
5:11 pm - 7:41 pmORD-PIT
1h 30mnonstop
American Airlines Logo
12:21 pm - 1:14 pmPIT-ORD
1h 53mnonstop
$155American Airlines
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vie., oct. 31 - sáb., nov. 8
United Airlines Logo
10:39 am - 1:09 pmORD-PIT
1h 30mnonstop
United Airlines Logo
7:01 am - 7:45 amPIT-ORD
1h 44mnonstop
$189United Airlines
Find Deal
jue., nov. 6 - dom., nov. 9

Spirit Airlines flights from Chicago to Pittsburgh

Our best Spirit Airlines deals on Chicago to Pittsburgh flight tickets
Spirit Airlines
Nov 4
ORD10:52 amChicago O'Hare Intl
9h 19m
1 stop
PIT9:11 pmPittsburgh
Nov 11
PIT10:15 amPittsburgh
11h 12m
1 stop
ORD8:27 pmChicago O'Hare Intl
$114
Find similar
Spirit Airlines
Nov 5
ORD10:52 amChicago O'Hare Intl
9h 19m
1 stop
PIT9:11 pmPittsburgh
Nov 12
PIT10:15 amPittsburgh
11h 12m
1 stop
ORD8:27 pmChicago O'Hare Intl
$126
Find similar
Spirit Airlines
Nov 1
ORD11:55 amChicago O'Hare Intl
10h 21m
1 stop
PIT11:16 pmPittsburgh
Nov 3
PIT12:14 pmPittsburgh
13h 13m
1 stop
ORD12:27 amChicago O'Hare Intl
$142
Find similar

Frontier flights from Chicago to Pittsburgh

Our best Frontier deals on Chicago to Pittsburgh flight tickets
Frontier
Nov 3
ORD8:26 amChicago O'Hare Intl
4h 27m
1 stop
PIT1:53 pmPittsburgh
Nov 14
PIT5:30 pmPittsburgh
7h 45m
1 stop
ORD12:15 amChicago O'Hare Intl
$150
Find similar
Frontier
Oct 16
MDW8:25 amChicago Midway
4h 16m
1 stop
PIT1:41 pmPittsburgh
Oct 24
PIT2:45 pmPittsburgh
9h 18m
1 stop
MDW11:03 pmChicago Midway
$151
Find similar
Frontier
Oct 31
MDW9:32 amChicago Midway
7h 34m
1 stop
PIT6:06 pmPittsburgh
Nov 2
PIT6:45 pmPittsburgh
14h 47m
1 stop
MDW8:32 amChicago Midway
$236
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated octubre 9, 2025.
Use the filters below to find and compare flights from Chicago to Pittsburgh that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

mar. 11/4

9:25 am-5:45 pm

2 stops7h 20m

Pittsburgh

mar. 11/11

6:45 pm-7:15 pm

Nonstop1h 30m

$112

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

mar. 11/4

10:52 am-9:11 pm

1 stop9h 19m

Pittsburgh

mar. 11/11

10:15 am-8:27 pm

1 stop11h 12m

$114

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

jue. 10/30

12:11 pm-2:42 pm

Nonstop1h 31m

Pittsburgh

mié. 11/5

5:00 pm-6:00 pm

Nonstop2h 00m

$137

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

mié. 11/5

4:57 pm-6:21 am

1 stop12h 24m

Pittsburgh

dom. 11/9

5:35 pm-10:42 am

1 stop18h 07m

$140

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

jue. 11/13

8:26 am-1:53 pm

1 stop4h 27m

Pittsburgh

mar. 11/18

10:15 am-8:27 pm

1 stop11h 12m

$149

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

jue. 10/23

8:25 am-1:41 pm

1 stop4h 16m

Pittsburgh

lun. 10/27

3:55 pm-11:03 pm

1 stop8h 08m

$150

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

lun. 11/3

8:26 am-1:53 pm

1 stop4h 27m

Pittsburgh

vie. 11/14

5:30 pm-12:15 am

1 stop7h 45m

$150

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

sáb. 1/17

10:35 am-1:10 pm

Nonstop1h 35m

Pittsburgh

dom. 1/18

10:49 am-11:41 am

Nonstop1h 52m

$151

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

vie. 10/31

5:11 pm-7:41 pm

Nonstop1h 30m

Pittsburgh

sáb. 11/8

12:21 pm-1:14 pm

Nonstop1h 53m

$155

ChicagoPittsburgh

ORD - PIT

ORDPIT

Chicago O'Hare Intl

jue. 11/6

10:39 am-1:09 pm

Nonstop1h 30m

Pittsburgh

dom. 11/9

7:01 am-7:45 am

Nonstop1h 44m

$189

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pittsburgh from

How to get the cheapest flight ticket from Chicago to Pittsburgh

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 typical price of a round-trip flight between Chicago and Pittsburgh?

What is the cheapest month to fly to Pittsburgh?

In general, August is the cheapest month to fly from Chicago to Pittsburgh. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $171. The month of September is another great option to travel to Pittsburgh, with average flight prices from Chicago averaging around $206.

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

The cheapest day to depart on your flight to Pittsburgh is on a Thursday when prices can be found for as low as $280. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Pittsburgh on a Sunday will generally be more expensive and average around $445. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our data shows that the cheapest Chicago to Pittsburgh flights are usually those with departure times in the evening. Our users have found flights to Pittsburgh in the evening for as low as $304. Flights to Pittsburgh are more costly in the afternoon, with an average ticket price of $339. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Pittsburgh flight route?

Fly from Chicago Midway to Pittsburgh for the best Chicago - Pittsburgh flight prices

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

You are more likely to see cheaper flights to Pittsburgh from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Pittsburgh for around $325 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pittsburgh from Chicago for as low as $166 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Pittsburgh 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 Chicago to Pittsburgh flights?

No. A direct flight is the cheapest option for a flight between Chicago to Pittsburgh.

How have Chicago to Pittsburgh flight prices changed over time?

As of October 2025, prices for Chicago to Pittsburgh flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Pittsburgh

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

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

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

Best Price Found

$50

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Pittsburgh

1 airport
The best one-way flight to Pittsburgh from Chicago in the past 72 hours is $50. The best round-trip flight deal from Chicago to Pittsburgh found on momondo in the last 72 hours is $157.
The fastest flight from Chicago to Pittsburgh takes 1h 20m
Direct flights go from Chicago to Pittsburgh every day.
There is 1 airport near Pittsburgh: Pittsburgh (PIT)
Search flight deals

  • How far is Chicago to Pittsburgh by plane?

    Pittsburgh is 408.7 mi away from Chicago. A reasonable flight in good conditions will take 1h 20m.

  • When did momondo last update prices for flights from Chicago to Pittsburgh Airport?

    Prices for flights from Chicago to Pittsburgh Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Pittsburgh Airport?

  • How old do you have to be to fly from Chicago to Pittsburgh Airport?

    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 Chicago to Pittsburgh Airport.

  • What documentation or ID do you need to fly to Pittsburgh Airport?

    The travel and health documents required for your trip to Pittsburgh Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pittsburgh Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Best airlines flying from Chicago to Pittsburgh

Compare and see reviews for airlines that fly from Chicago to Pittsburgh with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $101Free CancellationRating
7.2
11,041 reviews
Search American Airlines flights
SouthwestPriceFrom $103Free CancellationRating
8.0
4,236 reviews
Search Southwest flights
United AirlinesPriceFrom $116Free CancellationRating
7.4
8,965 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Pittsburgh

    Southwest is one of the most popular airlines flying from Chicago to Pittsburgh, operating 23 flights/week on average for this route. A good Southwest flight deal for Chicago to Pittsburgh starts from $103 round-trip, up to an average price of $296. Our users have rated Southwest at 8.0/10.

  • United Airlines Flights From Chicago to Pittsburgh

    United Airlines is also a popular choice for this route. United Airlines flight deals for Chicago to Pittsburgh start from as low as $116 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $339. United Airlines operates 44 flights to Pittsburgh from Chicago in an average week. Users have rated it 7.4/10 across 8,965 reviews.

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Washington
Monroeville
Wheeling
Butler
Canonsburg
West Mifflin
New Castle
Triadelphia
Belle Vernon
Steubenville
Moon
Coraopolis
Mars
Wexford
Cadiz
Freeport
Chester
Bridgeport

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Pittsburgh?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Pittsburgh for you.

Can I find flights from Chicago to Pittsburgh with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Pittsburgh from Chicago with this policy.

How can momondo help me find flights from Chicago to Pittsburgh?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pittsburgh from Chicago.

I’m not ready to book a flight from Chicago to Pittsburgh right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Pittsburgh from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Pittsburgh trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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