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$249+ Cheap flights from Madison to Pittsburgh (MSN - PIT)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PIT
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Pittsburgh are usually found in January or August, booked 50 days in advance, depart on a Tuesday or Saturday and return on a Saturday

Cheap flight deals from Madison to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 September 17, 2025.

Round-trip from

$249
(Delta)

Popular in

February

Cheapest in

January

Average price

$355
From Madison Truax Field to Pittsburgh
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Madison to Pittsburgh

Cheapest flights from Madison to Pittsburgh
Explore the most affordable flight options available from Madison to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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 10/145:52 pmMSN - PIT
1 stop5h 05mDelta
Tue 10/217:21 pmPIT - MSN
1 stop4h 08mDelta
Deal found 9/16$249
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:30 amMSN - PIT
2 stops6h 33mUnited Airlines
Sun 10/127:05 amPIT - MSN
1 stop3h 50mUnited Airlines
Deal found 9/14$254
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:24 pmMSN - PIT
1 stop8h 14mAmerican Airlines
Thu 1/18:15 amPIT - MSN
1 stop6h 44mAmerican Airlines
Deal found 9/15$263
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:15 amMSN - PIT
1 stop3h 50mUnited Airlines
Mon 10/205:56 pmPIT - MSN
1 stop5h 32mUnited Airlines
Deal found 9/15$264
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/152:14 pmMSN - PIT
1 stop8h 05mAmerican Airlines
Mon 10/205:06 pmPIT - MSN
1 stop7h 30mAmerican Airlines
Deal found 9/15$265
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:14 pmMSN - PIT
1 stop4h 27mAmerican Airlines
Mon 10/208:31 pmPIT - MSN
1 stop4h 05mAmerican Airlines
Deal found 9/16$274
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:30 amMSN - PIT
1 stop5h 35mUnited Airlines
Sun 10/57:05 amPIT - MSN
1 stop3h 50mUnited Airlines
Deal found 9/14$282
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/712:47 pmMSN - PIT
1 stop7h 13mAmerican Airlines
Thu 10/95:15 amPIT - MSN
1 stop6h 22mAmerican Airlines
Deal found 9/15$289
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/159:48 amMSN - PIT
1 stop29h 40mMultiple Airlines
Tue 10/215:05 pmPIT - MSN
1 stop25h 23mMultiple Airlines
Deal found 9/15$297
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/102:14 pmMSN - PIT
1 stop4h 27mAmerican Airlines
Sun 10/126:09 amPIT - MSN
1 stop5h 06mAmerican Airlines
Deal found 9/14$299
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:30 amMSN - PIT
2 stops6h 29mUnited Airlines
Mon 10/207:05 amPIT - MSN
1 stop5h 40mUnited Airlines
Deal found 9/16$311

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 September 17, 2025.
Use the filters below to find and compare flights from Madison to Pittsburgh that are best for you.

Fly from

Madison

Fly to

Pittsburgh

Route

Depart

Return

Price

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Thu 11/20

8:25 am-3:20 pm

1 stop5h 55m

Pittsburgh

Sat 11/29

10:15 pm-12:51 am

1 stop3h 36m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Thu 10/30

7:00 am-11:10 am

1 stop3h 10m

Pittsburgh

Sun 11/2

5:20 am-9:18 am

1 stop4h 58m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Wed 10/15

6:30 am-1:05 pm

1 stop5h 35m

Pittsburgh

Mon 10/20

7:00 pm-10:28 pm

1 stop4h 28m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Tue 10/14

5:52 pm-11:57 pm

1 stop5h 05m

Pittsburgh

Tue 10/21

6:35 am-8:40 am

1 stop3h 05m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Fri 11/21

2:48 pm-9:05 pm

1 stop5h 17m

Pittsburgh

Mon 11/24

7:01 am-11:44 am

1 stop5h 43m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Thu 10/9

6:30 am-1:05 pm

1 stop5h 35m

Pittsburgh

Sun 10/12

7:05 am-9:55 am

1 stop3h 50m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Thu 10/16

8:15 am-3:24 pm

1 stop6h 09m

Pittsburgh

Mon 10/20

7:00 pm-10:28 pm

1 stop4h 28m

$249

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Wed 10/15

11:55 am-9:39 pm

1 stop8h 44m

Pittsburgh

Mon 10/20

7:17 am-1:44 pm

1 stop7h 27m

$265

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Thu 10/16

10:45 am-7:41 pm

1 stop7h 56m

Pittsburgh

Mon 10/20

6:09 am-1:44 pm

1 stop8h 35m

$265

MadisonPittsburgh

MSN - PIT

MSNPIT

Madison Truax Field

Tue 10/7

11:17 am-6:50 pm

1 stop6h 33m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 11 results
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Best time to book a flight from Madison to Pittsburgh

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

Cheapflights Insights

Everything you need to know about your flight from Madison to Pittsburgh

How far ahead should I book a flight from Madison to Pittsburgh?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Pittsburgh. Price data was last updated on September 12, 2025.

The best time to book flights from Madison to Pittsburgh is 50 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Madison to Pittsburgh?

Currently, August is the cheapest month in which you can book a flight from Madison to Pittsburgh (average of $262). Flying from Madison 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.

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

Find hourly flight availability from Madison 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 September 17, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 7% on flights from Madison to Pittsburgh by exploring options for tickets at noon.

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 September 17, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Madison to Pittsburgh. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

  • How long is the flight from Madison to Pittsburgh?

    A quick flight from Madison to Pittsburgh can take about 3h 10m. United Airlines provides one of the quickest options available for as low as $249. The distance from Madison to Pittsburgh is about 502 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Madison to Pittsburgh round-trip?

    Cheapflights users have booked flights from Madison to Pittsburgh round-trip from $236. Other airlines that can offer you cheap pricing are American Airlines, from $248, and United Airlines, from $248. Delta is priced at 33% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison 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 Madison to Pittsburgh?

    Currently, August is the cheapest month in which you can book a flight from Madison to Pittsburgh (average of $262). Flying from Madison 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 Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Monroeville
Washington
Wexford
Belle Vernon

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Top 3 airlines flying from Madison to Pittsburgh

Discover the top 3 airlines that operate flights from Madison 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$236Average$338FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$349FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$335FlexibilityNo cancel feeOn-time71%

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