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$64+ Cheap flights from Midway (MDW) to Pittsburgh (PIT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PIT
gen. 29 — febr. 51
dc. 1/29
dc. 2/5
1 adult, Economy
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Cheap flight deals from Midway to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated gener 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Delta)

One-way from

$64
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$252

Good round-trip deal

$315 or less

Good one-way deal

$181 or less
Provider with most accurate pricing for Chicago Midway-Pittsburgh flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Pittsburgh flights.
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From Chicago Midway to Pittsburgh
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One-way flight from Chicago Midway to Pittsburgh
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Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Chicago Midway to Pittsburgh.
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Price to beat on a one-way flight from Chicago Midway to Pittsburgh.
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Find flight deals from Midway to Pittsburgh

Cheapest flights from Midway to Pittsburgh
Explore the most affordable flight options available from Midway to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on gener 24, 2025.

This Delta deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dt. 3/46:00 amMDW - PIT
1 stop4h 46mDelta
dj. 3/66:05 amPIT - MDW
1 stop5h 07mDelta
Deal found 1/23$177
This Southwest deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dc. 3/266:00 amMDW - PIT
1 stop7h 05mSouthwest
ds. 3/296:25 amPIT - MDW
Nonstop1h 30mSouthwest
Deal found 1/24$192
This Gotogate deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dg. 3/912:36 pmMDW - PIT
1 stop19h 10mFrontier
dg. 3/169:29 pmPIT - MDW
1 stop23h 06mFrontier
Deal found 1/23$467

Find flights from Midway to Pittsburgh within your budget

Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated gener 24, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dt. 3/4

6:00 am-11:46 am

1 stop4h 46m

Pittsburgh

dj. 3/6

6:05 am-10:12 am

1 stop5h 07m

$177

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dc. 3/26

6:00 am-2:05 pm

1 stop7h 05m

Pittsburgh

ds. 3/29

6:25 am-6:55 am

Nonstop1h 30m

$192

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dg. 3/9

12:36 pm-8:46 am

1 stop19h 10m

Pittsburgh

dg. 3/16

9:29 pm-7:35 pm

1 stop23h 06m

$467

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dt. 4/8

4:40 pm-10:48 am

1 stop17h 08m

$64

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dl. 3/24

8:40 pm-11:05 pm

Nonstop1h 25m

$69

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dl. 2/24

6:28 pm-10:40 pm

1 stop3h 12m

$89

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dv. 4/11

8:35 am-7:51 pm

1 stop10h 16m

$143

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

dg. 4/6

6:10 pm-9:29 pm

3 stops26h 19m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Compare providers for flights from Midway to Pittsburgh

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Pittsburgh in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Pittsburgh flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Pittsburgh flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Pittsburgh flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Pittsburgh flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Pittsburgh

Get recent, data-driven insights about flights from Midway to Pittsburgh including ideal travel times, pricing trends, and more.

What is the cheapest time of day to fly from MDW to PIT?

Find hourly flight availability from Midway to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated gener 24, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 31% on flights from Chicago Midway Airport to Pittsburgh by exploring options for tickets in the afternoon.

Rainfall in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

Temperature in Pittsburgh by month

Plan your trip to Pittsburgh by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Pittsburgh, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

Reviews of airlines servicing Pittsburgh

Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated gener 24, 2025.
Southwest
8.1
Very good
4,631 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,631 reviews
Southwest
8.1
Very good
4,631 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,507 reviews
Southwest
8.1
Very good
4,631 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
800 reviews
Southwest
8.1
Very good
4,631 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,440 reviews
Southwest
8.1
Very good
4,631 reviews

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Midway to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Pittsburgh from Chicago Midway?

    Pittsburgh (PIT), located 13.5 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Pittsburgh. 1 airline have flights to Pittsburgh from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Pittsburgh should not be difficult; the airport handles an average of 2 inbound flights from Chicago Midway per day.

  • What are the cheapest airlines flying from Chicago Midway Airport to Pittsburgh round-trip?

    Currently priced at $177, Delta will fly you from Chicago Midway Airport to Pittsburgh and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Frontier - these airlines can fly you to your destination from $192 and $467, respectively. Delta is currently priced 55% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Pittsburgh one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $64. Users have also found prices from $69 and $89 on Southwest and Delta, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Pittsburgh?

    While on average a flight from Chicago Midway Airport to Pittsburgh is generally $327, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Chicago Midway - Pittsburgh), you can expect to pay $137 for that flight.

  • Can I find deals for flights from Midway to Pittsburgh that include hotel bookings?

    Yes. In addition to deals on Midway to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Pittsburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Pittsburgh.

  • Can I find deals for business class flights from Midway to Pittsburgh?

    Yes. Cheapflights offers flight deals from Midway to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Pittsburgh?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Pittsburgh (average of $262). Flying from Chicago Midway Airport to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Monroeville
Washington
Steubenville
Belle Vernon

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Alternative routes for Midway to Pittsburgh

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Pittsburgh

Discover the top airline that operate flights from Midway to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated gener 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$223Average$414FlexibilityNo cancel feeOn-time63%
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