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$113+ Cheap flights from Pittsburgh (PIT) to Midway (MDW)

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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MDW
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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Cheap flight deals from Pittsburgh to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Midway (MDW). 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 December 23, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$231
(Delta)

One-way from

$113
(Southwest)

Popular in

May

Cheapest in

March

Average price

$252
Provider with most accurate pricing for Pittsburgh-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Chicago Midway flights.
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From Pittsburgh to Chicago Midway
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One-way flight from Pittsburgh to Chicago Midway
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High demand for flights, 12% potential price rise
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Best time to find cheap flights, 5% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Pittsburgh to Midway

Cheapest flights from Pittsburgh to Midway
Explore the most affordable flight options available from Pittsburgh to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This Southwest deal was found by Cheapflights users on 12/22. 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.
Mon 12/303:20 pmPIT - MDW
Nonstop1h 25mSouthwest
Wed 1/11:10 pmMDW - PIT
Nonstop1h 20mSouthwest
Deal found 12/22$414
This Delta deal was found by Cheapflights users on 12/22. 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.
Tue 12/316:30 amPIT - MDW
1 stop3h 20mDelta
Fri 1/36:25 pmMDW - PIT
1 stop3h 13mDelta
Deal found 12/22$432

Find flights from Pittsburgh to Midway within your budget

Customize your flight search to find flights from Pittsburgh to Midway 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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sun 1/12

6:27 am-12:46 pm

1 stop7h 19m

Chicago Midway

Tue 1/14

2:08 pm-6:52 pm

1 stop3h 44m

$231

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 2/15

7:50 pm-8:20 pm

Nonstop1h 30m

Chicago Midway

Sun 2/16

5:30 am-4:30 pm

2 stops10h 00m

$237

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 3/6

12:16 pm-12:17 am

1 stop13h 01m

Chicago Midway

Sun 3/9

12:49 pm-8:46 am

1 stop18h 57m

$318

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 2/11

12:00 pm-4:50 pm

2 stops5h 50m

$113

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/8

2:20 pm-7:51 pm

1 stop6h 31m

$131

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 3/18

9:00 am-5:46 pm

1 stop9h 46m

$136

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 1/24

6:30 am-8:54 am

1 stop3h 24m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Compare providers for flights from Pittsburgh to Midway

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 Pittsburgh to Midway in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 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 Pittsburgh-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pittsburgh-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Chicago Midway Airport 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 Pittsburgh-Chicago Midway Airport 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 Pittsburgh to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Pittsburgh 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 Pittsburgh to Midway

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

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

Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Chicago Midway Airport (average of $160). Flying from Pittsburgh to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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

Find hourly flight availability from Pittsburgh to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2024.

Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Pittsburgh to Chicago Midway Airport by exploring options for tickets in the afternoon.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 23, 2024.
Read through reviews of airlines operating flights from Pittsburgh to Chicago, such as Delta and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

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
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

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
8,594 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

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
822 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

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
3,469 reviews
Southwest
8.1
Very good
4,780 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

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 Pittsburgh to Midway. 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 from for flights from Pittsburgh to Chicago Midway?

    For a flight from Pittsburgh to Chicago Midway, you will be flying from Pittsburgh. Pittsburgh (PIT) is just 13.5 mi from the center of the city. Pittsburgh is the only Pittsburgh airport and it handles 2 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Pittsburgh on a regular basis.

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

    Delta, at $231, was found to be the cheapest airline from Pittsburgh to Chicago Midway Airport.Alternate airlines to your destination round-trip include Southwest and Frontier. Delta is priced at 22% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $113. Frontier flights start at $131 while deals on Allegiant Air start at $136 one-way.

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

    On average you can expect to pay $381 for a flight from Pittsburgh to Chicago Midway Airport. The cheapest flight overall is $163 while the most popular route, (Pittsburgh - Chicago Midway) is currently priced at $153.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pittsburgh to Midway 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 Pittsburgh to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Pittsburgh to Chicago Midway Airport (average of $160). Flying from Pittsburgh to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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Alternative routes for Pittsburgh to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Pittsburgh to Midway

Discover the top 2 airlines that operate flights from Pittsburgh to Midway. 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$155Average$363FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$158Average$303FlexibilityNo cancel feeOn-time63%
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