HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pittsburgh

$57+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PIT
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Pittsburgh with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$170
(Booking.com)

One-way from

$57
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$137

Good round-trip deal

$256 or less

Good one-way deal

$108 or less
Provider with most accurate pricing for Chicago Midway-Pittsburgh flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Pittsburgh flights.
Search Deals
From Chicago Midway to Pittsburgh
Search Deals
One-way flight from Chicago Midway to Pittsburgh
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Pittsburgh.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Pittsburgh.
Search Deals

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 February 20, 2025.

This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1312:45 pmMDW - PIT
1 stop19h 31mFrontier
Sun 3/169:29 pmPIT - MDW
1 stop23h 06mFrontier
Deal found 2/20$170
This Delta deal was found by Cheapflights users on 2/20. 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.
Fri 3/75:05 pmMDW - PIT
1 stop6h 02mDelta
Wed 3/125:59 pmPIT - MDW
1 stop5h 24mDelta
Deal found 2/20$177
This Southwest deal was found by Cheapflights users on 2/20. 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.
Sat 5/1712:40 pmMDW - PIT
2 stops9h 40mSouthwest
Mon 5/197:40 pmPIT - MDW
1 stop4h 20mSouthwest
Deal found 2/20$217
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/202:53 pmMDW - PIT
2 stops31h 13mAllegiant Air
Sun 6/226:30 amPIT - MDW
2 stops32h 33mAllegiant Air
Deal found 2/19$449
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/236:22 pmMDW - PIT
3 stops26h 07mMultiple Airlines
Tue 2/259:15 amPIT - MDW
1 stop9h 27mMultiple Airlines
Deal found 2/19$458

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 February 20, 2025.

Fly from

Midway

Fly to

Pittsburgh

Route

Depart

Return

Price

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Thu 3/13

12:45 pm-9:16 am

1 stop19h 31m

Pittsburgh

Sun 3/16

9:29 pm-7:35 pm

1 stop23h 06m

$170

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Fri 3/7

6:00 am-11:46 am

1 stop4h 46m

Pittsburgh

Thu 3/13

6:25 am-8:45 am

1 stop3h 20m

$177

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sat 5/17

12:40 pm-11:20 pm

2 stops9h 40m

Pittsburgh

Mon 5/19

7:40 pm-11:00 pm

1 stop4h 20m

$217

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 2/23

6:22 pm-9:29 pm

3 stops26h 07m

Pittsburgh

Tue 2/25

9:15 am-5:42 pm

1 stop9h 27m

$458

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Tue 4/1

4:40 pm-10:48 am

1 stop17h 08m

$57

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 4/7

8:10 am-10:30 am

Nonstop1h 20m

$59

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 3/31

8:40 am-7:22 pm

1 stop9h 42m

$112

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Sun 4/6

6:10 pm-9:29 pm

3 stops26h 19m

$153

ChicagoPittsburgh

MDW - PIT

MDWPIT

Chicago Midway

Mon 4/21

5:59 pm-11:01 pm

1 stop4h 02m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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 February 20, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 30% on flights from Chicago Midway Airport to Pittsburgh by exploring options for tickets in the evening.

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 February 20, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Chicago to Pittsburgh by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 1 inbound flight from Chicago Midway per day.

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

    Currently priced at $170, Frontier will fly you from Chicago Midway Airport to Pittsburgh and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Southwest - these airlines can fly you to your destination from $177 and $217, respectively. Frontier is currently priced 52% 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 $57. Users have also found prices from $59 and $112 on Southwest and Allegiant Air, 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 $258, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Chicago Midway - Pittsburgh), you can expect to pay $117 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Pittsburgh

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Dulles Intl flights
Midway to Newark flights
O'Hare Intl to Reagan-National flights
Midway to LaGuardia flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Philadelphia flights
Midway to Dulles Intl flights
Midway to Philadelphia flights
Midway to Reagan-National flights
O'Hare Intl to Pittsburgh flights
O'Hare Intl to Allentown flights
O'Hare Intl to Harrisburg flights
O'Hare Intl to Scranton flights
O'Hare Intl to State College flights
Midway to Allentown flights
O'Hare Intl to Elmira flights
Midway to Harrisburg flights
O'Hare Intl to Erie flights
O'Hare Intl to Williamsport flights
O'Hare Intl to Latrobe flights
Midway to Erie flights
Midway to Scranton flights
Midway to State College flights

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$137Average$414FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.