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$254+ Cheap flights from Madison to Gulfport (MSN - GPT)

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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — GPT
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Cheap flight deals from Madison to Gulfport

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Gulfport (GPT). 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 November 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$276
(Delta)

One-way from

$254
(American Airlines)

Popular in

March

Cheapest in

July
Provider with most accurate pricing for Madison Truax Field-Gulfport Biloxi Regional flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Gulfport Biloxi Regional flights.
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From Madison Truax Field to Gulfport Biloxi Regional
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One-way flight from Madison Truax Field to Gulfport Biloxi Regional
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Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
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Find flight deals from Madison to Gulfport

Cheapest flights from Madison to Gulfport
Explore the most affordable flight options available from Madison to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This American Airlines deal was found by Cheapflights users on 11/16. 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.
Wed 12/106:00 amMSN - GPT
1 stop6h 32mAmerican Airlines
Tue 12/166:36 amGPT - MSN
1 stop5h 12mAmerican Airlines
Deal found 11/16$327
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/23:37 pmMSN - GPT
1 stop7h 07mAmerican Airlines
Sat 12/65:13 amGPT - MSN
1 stop5h 18mAmerican Airlines
Deal found 11/17$383
This Delta deal was found by Cheapflights users on 11/17. 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 12/26:59 amMSN - GPT
2 stops7h 09mDelta
Sat 12/63:30 pmGPT - MSN
1 stop6h 56mDelta
Deal found 11/17$388
This Delta deal was found by Cheapflights users on 11/16. 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.
Sat 12/275:40 amMSN - GPT
1 stop5h 00mDelta
Wed 12/316:00 amGPT - MSN
1 stop6h 32mDelta
Deal found 11/16$414
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/26:00 amMSN - GPT
2 stops10h 56mAmerican Airlines
Wed 12/101:40 pmGPT - MSN
2 stops9h 10mAmerican Airlines
Deal found 11/17$444
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:14 pmMSN - GPT
1 stop4h 49mDelta
Mon 12/86:01 pmGPT - MSN
1 stop4h 25mDelta
Deal found 11/19$487
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amMSN - GPT
2 stops10h 08mAmerican Airlines
Mon 12/85:17 amGPT - MSN
1 stop5h 14mAmerican Airlines
Deal found 11/19$492
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Sun 12/2110:45 amMSN - GPT
1 stop5h 23mAmerican Airlines
Sat 12/275:19 amGPT - MSN
1 stop5h 18mAmerican Airlines
Deal found 11/17$514
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Sat 12/2010:45 amMSN - GPT
1 stop5h 23mAmerican Airlines
Fri 12/265:19 amGPT - MSN
1 stop5h 18mAmerican Airlines
Deal found 11/17$525

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Gulfport 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 November 19, 2025.
Use the filters below to find and compare flights from Madison to Gulfport that are best for you.

Fly from

Madison

Fly to

Gulfport

Route

Depart

Return

Price

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 1/24

7:00 am-2:11 pm

2 stops7h 11m

Gulfport Biloxi Regional

Tue 1/27

6:05 am-10:28 am

1 stop4h 23m

$276

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 4/8

8:30 am-4:02 pm

2 stops7h 32m

Gulfport Biloxi Regional

Wed 4/15

2:00 pm-10:40 pm

2 stops8h 40m

$290

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 12/10

6:00 am-12:32 pm

1 stop6h 32m

Gulfport Biloxi Regional

Tue 12/16

6:36 am-11:48 am

1 stop5h 12m

$327

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 1/24

4:30 pm-11:08 pm

1 stop6h 38m

Gulfport Biloxi Regional

Tue 1/27

5:29 pm-11:47 pm

1 stop6h 18m

$341

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 12/2

3:37 pm-10:44 pm

1 stop7h 07m

Gulfport Biloxi Regional

Sat 12/6

5:13 am-10:31 am

1 stop5h 18m

$383

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 12/2

6:59 am-2:08 pm

2 stops7h 09m

Gulfport Biloxi Regional

Sat 12/6

3:30 pm-10:26 pm

1 stop6h 56m

$388

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 12/2

1:14 pm-10:44 pm

2 stops9h 30m

Gulfport Biloxi Regional

Wed 12/10

5:32 pm-11:40 pm

1 stop6h 08m

$388

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 12/27

5:40 am-10:40 am

1 stop5h 00m

Gulfport Biloxi Regional

Wed 12/31

6:00 am-12:32 pm

1 stop6h 32m

$414

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sun 12/21

10:45 am-4:08 pm

1 stop5h 23m

$254

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sun 12/21

7:17 pm-8:59 am

2 stops13h 42m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 11 results
1
2

Compare providers for flights from Madison to Gulfport

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 Madison to Gulfport in November.
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 Madison-Gulfport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-Gulfport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-Gulfport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Gulfport 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 Madison-Gulfport 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 Madison to Gulfport

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

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

Currently, November is the cheapest month in which you can book a flight from Madison to Gulfport (average of $104). Flying from Madison to Gulfport in March is currently the most expensive (average of $239). 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.

Reviews of airlines servicing Gulfport

Get insights into the airlines that provide service to Gulfport. 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 Gulfport. Reviews last updated November 19, 2025.
Peruse reviews from past customers who have flown with American Airlines from Madison to Gulfport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,045 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,045 reviews
American Airlines
7.2
Good
11,045 reviews

Crew

8.0

Food

6.4

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

Related info for your journey

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

    Delta, United Airlines, and American Airlines can get you from Madison to Gulfport in just under 6h 32m. Your travel time can differ by up to 1h. There are 879 mi between Madison and Gulfport. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Madison to Gulfport round-trip?

    Currently priced at $248, American Airlines will fly you from Madison to Gulfport and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. American Airlines is currently priced 41% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Madison to Gulfport (average of $104). Flying from Madison to Gulfport in March is currently the most expensive (average of $239). 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 Gulfport?

Book flights to Gulfport if you plan to visit one of these locations
Ocean Springs

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Top airline flying from Madison to Gulfport

Discover the top airline that operate flights from Madison to Gulfport. 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$413FlexibilityNo cancel feeOn-time71%

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