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Cheap flights from Chicago Midway Airport to Pittsburgh from $72

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 9/21. 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 Chicago Midway Airport to Pittsburgh

Cheap round-trip flights

Frontier Logo
8:06 am - 2:36 pmMDW-PIT
5h 30m1 stop
Frontier Logo
5:40 pm - 12:36 amPIT-MDW
7h 56m1 stop
$144Frontier
Find Deal
Sun, Oct 5 - Sun, Oct 12
Frontier Logo
8:15 am - 2:36 pmMDW-PIT
5h 21m1 stop
Frontier Logo
10:24 am - 7:23 amPIT-MDW
21h 59m1 stop
$151Frontier
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
8:15 am - 1:32 pmMDW-PIT
4h 17m1 stop
Frontier Logo
10:24 am - 7:23 amPIT-MDW
21h 59m1 stop
$157Frontier
Find Deal
Fri, Sep 5 - Sun, Sep 7
Frontier Logo
11:31 am - 12:05 pmMDW-PIT
23h 34m1 stop
Frontier Logo
3:55 pm - 11:03 pmPIT-MDW
8h 08m1 stop
$158Frontier
Find Deal
Sat, Oct 25 - Mon, Oct 27
Logo
7:50 am - 8:13 pmMDW-PIT
11h 23m1 stop
Logo
8:26 pm - 11:25 pmPIT-MDW
27h 59m1 stop
$241
Find Deal
Fri, Nov 7 - Mon, Nov 10
Logo
8:19 am - 9:30 amMDW-PIT
24h 11m1 stop
Logo
3:50 pm - 8:53 amPIT-MDW
18h 03m2 stops
$243
Find Deal
Mon, Sep 8 - Thu, Sep 11
Southwest Logo
6:00 pm - 8:30 pmMDW-PIT
1h 30mnonstop
Southwest Logo
2:55 pm - 3:20 pmPIT-MDW
1h 25mnonstop
$255Southwest
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
5:25 pm - 7:45 pmMDW-PIT
1h 20mnonstop
Southwest Logo
7:00 pm - 7:25 pmPIT-MDW
1h 25mnonstop
$265Southwest
Find Deal
Thu, Sep 25 - Mon, Sep 29
Delta Logo
6:15 pm - 11:20 pmMDW-PIT
4h 05m1 stop
Delta Logo
5:57 pm - 9:36 pmPIT-MDW
4h 39m1 stop
$275Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
6:30 pm - 12:08 amMDW-PIT
4h 38m1 stop
Delta Logo
4:21 pm - 9:10 pmPIT-MDW
5h 49m1 stop
$322Delta
Find Deal
Fri, Sep 12 - Sat, Sep 13

Delta flights from Chicago Midway Airport to Pittsburgh

Our best Delta deals on Chicago Midway Airport to Pittsburgh flight tickets
Delta
Sep 13
MDW6:15 pmChicago Midway
4h 05m
1 stop
PIT11:20 pmPittsburgh
Sep 16
PIT5:57 pmPittsburgh
4h 39m
1 stop
MDW9:36 pmChicago Midway
$275
Find similar
Delta
Sep 3
MDW4:25 pmChicago Midway
5h 45m
1 stop
PIT11:10 pmPittsburgh
Sep 4
PIT5:57 pmPittsburgh
4h 29m
1 stop
MDW9:26 pmChicago Midway
$285
Find similar
Delta
Sep 12
MDW6:30 pmChicago Midway
4h 38m
1 stop
PIT12:08 amPittsburgh
Sep 13
PIT4:21 pmPittsburgh
5h 49m
1 stop
MDW9:10 pmChicago Midway
$322
Find similar

Frontier flights from Chicago Midway Airport to Pittsburgh

Our best Frontier deals on Chicago Midway Airport to Pittsburgh flight tickets
Frontier
Oct 5
MDW8:06 amChicago Midway
5h 30m
1 stop
PIT2:36 pmPittsburgh
Oct 12
PIT5:40 pmPittsburgh
7h 56m
1 stop
MDW12:36 amChicago Midway
$144
Find similar
Frontier
Sep 18
MDW8:15 amChicago Midway
5h 21m
1 stop
PIT2:36 pmPittsburgh
Sep 21
PIT10:24 amPittsburgh
21h 59m
1 stop
MDW7:23 amChicago Midway
$151
Find similar
Frontier
Sep 5
MDW8:15 amChicago Midway
4h 17m
1 stop
PIT1:32 pmPittsburgh
Sep 7
PIT10:24 amPittsburgh
21h 59m
1 stop
MDW7:23 amChicago Midway
$157
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 August 25, 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

Sun 10/5

8:06 am-2:36 pm

1 stop5h 30m

Pittsburgh

Sun 10/12

5:40 pm-12:36 am

1 stop7h 56m

$144

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/18

8:15 am-2:36 pm

1 stop5h 21m

Pittsburgh

Sun 9/21

10:24 am-7:23 am

1 stop21h 59m

$151

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 9/5

8:15 am-1:32 pm

1 stop4h 17m

Pittsburgh

Sun 9/7

10:24 am-7:23 am

1 stop21h 59m

$157

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 10/25

11:31 am-12:05 pm

1 stop23h 34m

Pittsburgh

Mon 10/27

3:55 pm-11:03 pm

1 stop8h 08m

$158

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 11/7

7:50 am-8:13 pm

1 stop11h 23m

Pittsburgh

Mon 11/10

8:26 pm-11:25 pm

1 stop27h 59m

$241

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 9/8

8:19 am-9:30 am

1 stop24h 11m

Pittsburgh

Thu 9/11

3:50 pm-8:53 am

2 stops18h 03m

$243

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 9/13

6:00 pm-8:30 pm

Nonstop1h 30m

Pittsburgh

Tue 9/16

2:55 pm-3:20 pm

Nonstop1h 25m

$255

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 9/25

5:25 pm-7:45 pm

Nonstop1h 20m

Pittsburgh

Mon 9/29

7:00 pm-7:25 pm

Nonstop1h 25m

$265

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 9/13

6:15 pm-11:20 pm

1 stop4h 05m

Pittsburgh

Tue 9/16

5:57 pm-9:36 pm

1 stop4h 39m

$275

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 9/12

6:30 pm-12:08 am

1 stop4h 38m

Pittsburgh

Sat 9/13

4:21 pm-9:10 pm

1 stop5h 49m

$322

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, February 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 $137. The month of August is another great option to travel to Pittsburgh, with average flight prices from Chicago Midway Airport averaging around $167.

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 $289. 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 $426. 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 $300. Flights to Pittsburgh are more costly in the afternoon, with an average ticket price of $343. 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 are 1 cabin classes 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?

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

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

$85

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 $85. The best round-trip flight deal from Chicago Midway Airport to Pittsburgh found on momondo in the last 72 hours is $91.
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 near Pittsburgh: 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 $116Free CancellationRating
8.0
4,243 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 18 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Pittsburgh starts from $116 round-trip, up to an average price of $414. 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
West Mifflin
New Castle
Triadelphia
Steubenville
Belle Vernon
Moon
Coraopolis
Mars
Wexford
Freeport
Cadiz
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?

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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