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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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MSN
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
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 September 14, 2025.

Round-trip from

$249
(United Airlines)

One-way from

$126
(American Airlines)

Popular in

March

Cheapest in

June

Average price

$392
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. 4% potential increase in price ($16 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 September 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 September 14, 2025.

This United Airlines deal was found by Cheapflights users on 9/13. 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 10/78:35 amPIT - MSN
1 stop4h 10mUnited Airlines
Sun 10/126:30 amMSN - PIT
1 stop5h 35mUnited Airlines
Deal found 9/13$249
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 9/277:35 pmPIT - MSN
1 stop3h 39mDelta
Wed 10/15:26 pmMSN - PIT
1 stop5h 01mDelta
Deal found 9/11$259
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/56:30 pmPIT - MSN
1 stop6h 00mAmerican Airlines
Sun 11/96:00 amMSN - PIT
1 stop5h 18mAmerican Airlines
Deal found 9/13$304
This United Airlines deal was found by Cheapflights users on 9/13. 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 11/56:15 amPIT - MSN
2 stops8h 48mUnited Airlines
Sun 11/96:30 amMSN - PIT
1 stop5h 39mUnited Airlines
Deal found 9/13$324
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/277:05 amPIT - MSN
1 stop5h 40mUnited Airlines
Sun 9/286:17 amMSN - PIT
1 stop7h 13mUnited Airlines
Deal found 9/13$329
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/274:05 pmPIT - MSN
1 stop3h 50mUnited Airlines
Wed 10/19:00 amMSN - PIT
2 stops9h 56mUnited Airlines
Deal found 9/11$334
This American Airlines deal was found by Cheapflights users on 9/12. 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 9/126:19 pmPIT - MSN
1 stop6h 08mAmerican Airlines
Mon 9/155:00 amMSN - PIT
1 stop6h 16mAmerican Airlines
Deal found 9/12$339
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/107:09 pmPIT - MSN
1 stop5h 42mAmerican Airlines
Mon 10/134:29 pmMSN - PIT
1 stop5h 50mAmerican Airlines
Deal found 9/12$347
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/108:31 pmPIT - MSN
1 stop4h 05mAmerican Airlines
Fri 10/172:14 pmMSN - PIT
1 stop4h 27mAmerican Airlines
Deal found 9/12$359
This United Airlines deal was found by Cheapflights users on 9/12. 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 9/1210:59 amPIT - MSN
1 stop5h 03mUnited Airlines
Mon 9/1510:51 amMSN - PIT
2 stops9h 16mUnited Airlines
Deal found 9/12$414

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 September 14, 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

Wed 11/5

8:45 am-2:03 pm

1 stop6h 18m

Madison Truax Field

Sun 11/9

6:30 am-1:09 pm

1 stop5h 39m

$249

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Tue 10/7

8:35 am-11:45 am

1 stop4h 10m

Madison Truax Field

Sun 10/12

6:30 am-1:05 pm

1 stop5h 35m

$249

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Sat 9/27

7:35 pm-10:14 pm

1 stop3h 39m

Madison Truax Field

Wed 10/1

5:26 pm-11:27 pm

1 stop5h 01m

$259

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Sat 9/27

4:05 pm-6:55 pm

1 stop3h 50m

Madison Truax Field

Wed 10/1

9:00 am-7:56 pm

2 stops9h 56m

$334

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Sat 9/27

2:07 pm-5:04 pm

1 stop3h 57m

Madison Truax Field

Sun 9/28

5:20 am-2:03 pm

2 stops7h 43m

$334

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Fri 10/10

7:09 pm-11:51 pm

1 stop5h 42m

Madison Truax Field

Mon 10/13

8:25 am-2:42 pm

1 stop5h 17m

$414

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Fri 10/10

9:26 pm-5:28 pm

1 stop21h 02m

Madison Truax Field

Mon 10/13

7:59 pm-10:21 am

2 stops13h 22m

$443

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Wed 11/26

2:11 pm-7:21 pm

1 stop6h 10m

Madison Truax Field

Sun 11/30

2:48 pm-2:34 am

1 stop10h 46m

$507

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Mon 11/24

2:11 pm-5:50 pm

1 stop4h 39m

$135

PittsburghMadison

PIT - MSN

PITMSN

Pittsburgh

Mon 10/27

3:55 pm-9:08 am

2 stops42h 13m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 12 results
1
2

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, January is the cheapest month in which you can book a flight from Pittsburgh to Madison (average of $338). Flying from Pittsburgh to Madison in March is currently the most expensive (average of $422). 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 September 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 35% on flights from Pittsburgh to Madison by exploring options for tickets in the evening.

How much does it cost to fly round-trip from Pittsburgh to Madison?

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 September 14, 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
8.0
Very good
7,956 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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
7,956 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

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 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 39m. Fly via United Airlines or Delta 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 $223. 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 37% 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, January is the cheapest month in which you can book a flight from Pittsburgh to Madison (average of $338). Flying from Pittsburgh to Madison in March is currently the most expensive (average of $422). 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$345FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$297FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$393FlexibilityNo cancel feeOn-time69%

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