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Cheap flights from Chicago Midway Airport to Pittsburgh from $67

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 Midway Airport to Pittsburgh departing on 2/3. 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 Midway Airport to Pittsburgh

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:30 pm - 7:50 pm
MDW
-
PIT
1h 20mnonstop
Southwest Logo
1:25 pm - 2:00 pm
PIT
-
MDW
1h 35mnonstop
$171Southwest
Sat, Jan 17 - Mon, Jan 19
Delta Logo
6:35 pm - 11:42 pm
MDW
-
PIT
4h 07m1 stop
Delta Logo
6:19 am - 8:54 am
PIT
-
MDW
3h 35m1 stop
$174Delta
Mon, Feb 2 - Tue, Feb 24
Multiple Airlines Logo
1:00 pm - 9:40 am
MDW
-
PIT
19h 40m2 stops
Multiple Airlines Logo
1:33 pm - 11:44 pm
PIT
-
MDW
11h 11m1 stop
$187Multiple Airlines
Mon, Feb 9 - Mon, Feb 16
Delta Logo
9:32 am - 1:27 pm
MDW
-
PIT
2h 55m1 stop
Delta Logo
6:32 am - 1:09 pm
PIT
-
MDW
7h 37m1 stop
$191Delta
Sat, Jan 17 - Mon, Jan 19
Southwest Logo
1:50 pm - 8:50 pm
MDW
-
PIT
6h 00m1 stop
Southwest Logo
6:10 am - 1:55 pm
PIT
-
MDW
8h 45m2 stops
$196Southwest
Mon, Feb 2 - Tue, Feb 24
Southwest Logo
1:25 pm - 3:45 pm
MDW
-
PIT
1h 20mnonstop
Southwest Logo
6:00 pm - 6:35 pm
PIT
-
MDW
1h 35mnonstop
$203Southwest
Sun, Jan 18 - Tue, Jan 20
Delta Logo
9:32 am - 1:29 pm
MDW
-
PIT
2h 57m1 stop
Delta Logo
6:00 am - 9:53 am
PIT
-
MDW
4h 53m1 stop
$206Delta
Sun, Jan 18 - Tue, Jan 20
Southwest Logo
12:15 pm - 5:10 pm
MDW
-
PIT
3h 55m1 stop
Southwest Logo
1:25 pm - 2:00 pm
PIT
-
MDW
1h 35mnonstop
$211Southwest
Sat, Jan 17 - Mon, Jan 19
Southwest Logo
9:55 am - 3:40 pm
MDW
-
PIT
4h 45m1 stop
Southwest Logo
6:00 pm - 6:35 pm
PIT
-
MDW
1h 35mnonstop
$213Southwest
Sun, Jan 18 - Tue, Jan 20
Delta Logo
5:00 pm - 11:46 pm
MDW
-
PIT
5h 46m1 stop
Delta Logo
6:00 am - 10:27 am
PIT
-
MDW
5h 27m1 stop
$223Delta
Sat, Jan 17 - Sun, Jan 18

Delta flights from Chicago Midway Airport to Pittsburgh

Our best Delta deals on Chicago Midway Airport to Pittsburgh flight tickets
Delta
Feb 5
MDW6:00 amChicago Midway
5h 36m
1 stop
PIT12:36 pmPittsburgh
Feb 25
PIT6:19 amPittsburgh
3h 35m
1 stop
MDW8:54 amChicago Midway
$174
Find similar
Delta
Jan 17
MDW9:32 amChicago Midway
2h 55m
1 stop
PIT1:27 pmPittsburgh
Jan 19
PIT6:32 amPittsburgh
7h 37m
1 stop
MDW1:09 pmChicago Midway
$191
Find similar
Delta
Jan 18
MDW9:32 amChicago Midway
2h 57m
1 stop
PIT1:29 pmPittsburgh
Jan 20
PIT6:00 amPittsburgh
4h 53m
1 stop
MDW9:53 amChicago Midway
$206
Find similar

Southwest flights from Chicago Midway Airport to Pittsburgh

Our best Southwest deals on Chicago Midway Airport to Pittsburgh flight tickets
Southwest
Jan 17
MDW5:30 pmChicago Midway
1h 20m
PIT7:50 pmPittsburgh
Jan 19
PIT1:25 pmPittsburgh
1h 35m
MDW2:00 pmChicago Midway
$171
Find similar
Southwest
Feb 2
MDW1:50 pmChicago Midway
6h 00m
1 stop
PIT8:50 pmPittsburgh
Feb 24
PIT6:10 amPittsburgh
8h 45m
2 stops
MDW1:55 pmChicago Midway
$196
Find similar
Southwest
Jan 18
MDW1:25 pmChicago Midway
1h 20m
PIT3:45 pmPittsburgh
Jan 20
PIT6:00 pmPittsburgh
1h 35m
MDW6:35 pmChicago Midway
$203
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 December 27, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Pittsburgh that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 1/17

5:30 pm-7:50 pm

Nonstop1h 20m

Pittsburgh

Mon 1/19

1:25 pm-2:00 pm

Nonstop1h 35m

$171

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 2/2

6:35 pm-11:42 pm

1 stop4h 07m

Pittsburgh

Tue 2/24

6:19 am-8:54 am

1 stop3h 35m

$174

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 2/9

1:00 pm-9:40 am

2 stops19h 40m

Pittsburgh

Mon 2/16

1:33 pm-11:44 pm

1 stop11h 11m

$187

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 1/17

9:32 am-1:27 pm

1 stop2h 55m

Pittsburgh

Mon 1/19

6:32 am-1:09 pm

1 stop7h 37m

$191

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 2/2

1:50 pm-8:50 pm

1 stop6h 00m

Pittsburgh

Tue 2/24

6:10 am-1:55 pm

2 stops8h 45m

$196

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 1/18

1:25 pm-3:45 pm

Nonstop1h 20m

Pittsburgh

Tue 1/20

6:00 pm-6:35 pm

Nonstop1h 35m

$203

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 1/18

9:32 am-1:29 pm

1 stop2h 57m

Pittsburgh

Tue 1/20

6:00 am-9:53 am

1 stop4h 53m

$206

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 1/17

12:15 pm-5:10 pm

1 stop3h 55m

Pittsburgh

Mon 1/19

1:25 pm-2:00 pm

Nonstop1h 35m

$211

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 1/18

9:55 am-3:40 pm

1 stop4h 45m

Pittsburgh

Tue 1/20

6:00 pm-6:35 pm

Nonstop1h 35m

$213

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 1/17

5:00 pm-11:46 pm

1 stop5h 46m

Pittsburgh

Sun 1/18

6:00 am-10:27 am

1 stop5h 27m

$223

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 Midway Airport 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 cheapest month to fly to Pittsburgh?

In general, September is the cheapest month to fly from Chicago Midway Airport to Pittsburgh. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $114. The month of February is another great option to travel to Pittsburgh, with average flight prices from Chicago Midway Airport averaging around $137.

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 $259. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago Midway Airport to Pittsburgh on a Sunday will generally be more expensive and average around $423. 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 Midway Airport 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 $288. Flights to Pittsburgh are more costly in the afternoon, with an average ticket price of $330. 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 Midway to Pittsburgh flight route?

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

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

There is only 1 cabin class available to choose from on Chicago Midway 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 Midway Airport to Pittsburgh flights?

You could potentially save up to 16% on your flight if you consider stops on a Chicago Midway Airport to Pittsburgh flight.

When to book flights from Chicago Midway Airport to Pittsburgh

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

Cheap Chicago Midway Airport to Pittsburgh (MDW to PIT) flight deals and tips

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

Best Price Found

$119

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Pittsburgh

1 airport
The best one-way flight to Pittsburgh from Chicago Midway Airport in the past 72 hours is $119. The best round-trip flight deal from Chicago Midway Airport to Pittsburgh found on momondo in the last 72 hours is $298.
The fastest flight from Chicago Midway Airport to Pittsburgh takes 1h 20m
Direct flights go from Chicago Midway Airport to Pittsburgh every day.
There is 1 airport in Pittsburgh. From Chicago Midway Airport there are direct flights to Pittsburgh (PIT).
Search flight deals

  • How far is Chicago Midway to Pittsburgh by plane?

    There are 413.5 mi between Chicago Midway and Pittsburgh. Flights usually cover this in 1h 20m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Pittsburgh Airport are refreshed on a daily basis.

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

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

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

    The necessary travel and health documents for your Pittsburgh Airport 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 Chicago Midway Airport to Pittsburgh?

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

Best airlines flying from Chicago Midway Airport to Pittsburgh

Compare and see reviews for airlines that fly from Chicago Midway Airport to Pittsburgh with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $103Free CancellationRating
8.0
4,256 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Pittsburgh

    Southwest is one of the most popular airlines flying from Chicago Midway Airport to Pittsburgh, operating 14 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Pittsburgh starts from $103 round-trip, up to an average price of $291. Our users have rated Southwest at 8.0/10.

Traveling to a place near Pittsburgh?

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

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?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Pittsburgh.

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

Yes. momondo can track prices for Chicago to Pittsburgh flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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