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Madison

$126+ Cheap flights from Pittsburgh to Madison (PIT - MSN)

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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MSN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Pittsburgh to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Madison (MSN). 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(United Airlines)

One-way from

$126
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$316
Provider with most accurate pricing for Pittsburgh-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Madison Truax Field flights.
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From Pittsburgh to Madison Truax Field
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One-way flight from Pittsburgh to Madison Truax Field
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Pittsburgh to Madison

Cheapest flights from Pittsburgh to Madison
Explore the most affordable flight options available from Pittsburgh to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 11/217:01 amPIT - MSN
1 stop3h 59mUnited Airlines
Sun 11/238:25 amMSN - PIT
1 stop3h 44mUnited Airlines
Deal found 10/28$249
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/276:41 amPIT - MSN
1 stop4h 34mAmerican Airlines
Thu 11/2711:23 amMSN - PIT
1 stop3h 30mAmerican Airlines
Deal found 10/29$258
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/123:48 pmPIT - MSN
1 stop7h 06mAmerican Airlines
Sun 11/166:00 amMSN - PIT
1 stop7h 57mAmerican Airlines
Deal found 10/28$259
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/256:40 pmPIT - MSN
1 stop5h 53mAmerican Airlines
Tue 12/24:32 pmMSN - PIT
1 stop4h 30mAmerican Airlines
Deal found 10/26$274
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 11/2810:35 amPIT - MSN
2 stops8h 15mUnited Airlines
Sun 11/309:30 pmMSN - PIT
1 stop4h 04mUnited Airlines
Deal found 10/27$278
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/126:00 amPIT - MSN
1 stop5h 11mDelta
Sat 11/155:58 pmMSN - PIT
1 stop4h 07mDelta
Deal found 10/29$279
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/127:01 amPIT - MSN
1 stop3h 59mUnited Airlines
Sat 11/153:58 pmMSN - PIT
2 stops6h 29mUnited Airlines
Deal found 10/29$284
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/254:09 pmPIT - MSN
1 stop4h 33mAmerican Airlines
Fri 11/289:48 amMSN - PIT
1 stop5h 47mAmerican Airlines
Deal found 10/29$289
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 11/247:01 amPIT - MSN
1 stop3h 59mUnited Airlines
Sat 11/299:30 pmMSN - PIT
1 stop4h 04mUnited Airlines
Deal found 10/28$319
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/252:11 pmPIT - MSN
1 stop4h 39mUnited Airlines
Fri 11/288:25 amMSN - PIT
2 stops9h 24mUnited Airlines
Deal found 10/28$324
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/1111:00 amPIT - MSN
1 stop4h 54mUnited Airlines
Sat 11/152:48 pmMSN - PIT
1 stop5h 17mUnited Airlines
Deal found 10/27$329
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Tue 12/210:42 pmPIT - MSN
2 stops19h 46mMultiple Airlines
Fri 12/512:10 pmMSN - PIT
1 stop6h 37mMultiple Airlines
Deal found 10/28$332

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Madison 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 October 29, 2025.
Use the filters below to find and compare flights from Pittsburgh to Madison that are best for you.

Fly from

Pittsburgh

Fly to

Madison

Route

Depart

Return

Price

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Fri 11/21

7:01 am-10:00 am

1 stop3h 59m

Madison Truax Field

Sun 11/23

8:25 am-1:09 pm

1 stop3h 44m

$249

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 11/26

4:58 pm-10:45 pm

1 stop6h 47m

Madison Truax Field

Sat 11/29

9:30 pm-2:34 am

1 stop4h 04m

$249

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Tue 11/25

7:01 am-11:43 am

1 stop5h 42m

Madison Truax Field

Fri 11/28

6:00 am-12:19 pm

1 stop5h 19m

$249

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 4/22

6:00 am-8:46 am

1 stop3h 46m

Madison Truax Field

Sat 4/25

5:50 pm-10:38 pm

1 stop3h 48m

$274

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Tue 11/25

5:51 pm-11:51 pm

1 stop7h 00m

Madison Truax Field

Fri 11/28

9:48 am-3:39 pm

1 stop4h 51m

$274

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 11/12

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Sat 11/15

5:58 pm-11:05 pm

1 stop4h 07m

$279

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 11/12

7:01 am-10:00 am

1 stop3h 59m

Madison Truax Field

Sat 11/15

3:58 pm-11:27 pm

2 stops6h 29m

$284

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 11/26

2:11 pm-7:21 pm

1 stop6h 10m

Madison Truax Field

Sun 11/30

9:30 pm-2:34 am

1 stop4h 04m

$319

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Sat 11/22

5:51 pm-11:51 pm

1 stop7h 00m

$126

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 12/17

6:00 am-10:15 am

1 stop5h 15m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 14 results
1
2

Compare providers for flights from Pittsburgh to Madison

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 Madison in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Pittsburgh-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pittsburgh-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Pittsburgh-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Madison flights, Cheapflights users trust eDreams the most. eDreams 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-Madison 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 Madison

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

Cheapflights Insights

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

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

Currently, July is the cheapest month in which you can book a flight from Pittsburgh to Madison (average of $169). Flying from Pittsburgh to Madison in April is currently the most expensive (average of $262). 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 MSN?

Find hourly flight availability from Pittsburgh to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 34% on flights from Pittsburgh to Madison by exploring options for tickets in the evening.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated October 29, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Pittsburgh to Madison. 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
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Madison. 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 Pittsburgh to Madison?

    There are many flights that can get you from Pittsburgh to Madison in 3h 46m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. Pittsburgh and Madison are separated by a distance of 502 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on American Airlines is currently your cheapest option to Madison, with prices starting at $212. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $232 and $248, respectively. American Airlines is 39% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Pittsburgh to Madison (average of $169). Flying from Pittsburgh to Madison in April is currently the most expensive (average of $262). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Pittsburgh to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Pittsburgh to Madison

Discover the top 3 airlines that operate flights from Pittsburgh to Madison. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$212Average$339FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$301FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$386FlexibilityNo cancel feeOn-time69%

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