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$271+ Cheap flights from Madison to Gulfport (MSN - GPT)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — GPT
Nov 25 — Dec 21
Tue 11/25
Tue 12/2
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 October 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$376
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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Highest demand for flights based on searches. 14% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($27 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 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 October 26, 2025.

This United Airlines deal was found by Cheapflights users on 10/25. 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 11/116:30 amMSN - GPT
2 stops9h 32mUnited Airlines
Fri 11/145:15 pmGPT - MSN
2 stops18h 28mUnited Airlines
Deal found 10/25$443
This Delta deal was found by Cheapflights users on 10/25. 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 11/115:29 amMSN - GPT
1 stop4h 20mDelta
Fri 11/146:03 pmGPT - MSN
1 stop4h 29mDelta
Deal found 10/25$567
This United Airlines deal was found by Cheapflights users on 10/24. 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 11/276:30 amMSN - GPT
2 stops9h 32mUnited Airlines
Thu 12/45:11 pmGPT - MSN
2 stops21h 43mUnited Airlines
Deal found 10/24$595
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/235:38 pmMSN - GPT
2 stops17h 39mUnited Airlines
Sun 11/309:51 pmGPT - MSN
2 stops16h 12mUnited Airlines
Deal found 10/26$912

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 October 26, 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

Tue 3/17

5:25 pm-10:25 pm

1 stop5h 00m

Gulfport Biloxi Regional

Tue 3/24

5:20 am-10:23 am

1 stop5h 03m

$271

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 2/18

11:22 am-11:49 pm

2 stops12h 27m

Gulfport Biloxi Regional

Sat 2/21

5:00 am-10:37 am

1 stop5h 37m

$322

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 4/14

5:17 pm-10:07 pm

1 stop4h 50m

Gulfport Biloxi Regional

Sat 4/18

10:30 am-4:35 pm

1 stop6h 05m

$335

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 4/14

3:33 pm-10:22 pm

1 stop6h 49m

Gulfport Biloxi Regional

Sat 4/18

5:35 am-10:31 am

1 stop4h 56m

$387

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 11/11

6:30 am-4:02 pm

2 stops9h 32m

Gulfport Biloxi Regional

Fri 11/14

5:15 pm-11:43 am

2 stops18h 28m

$443

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sun 2/1

11:23 am-5:56 pm

1 stop6h 33m

Gulfport Biloxi Regional

Sun 3/1

5:25 am-10:29 am

1 stop5h 04m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Gulfport flight deals on Cheapflights vs. FlightHub >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 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 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 August is currently the most expensive (average of $232). 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 October 26, 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
11,030 reviews

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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?

    American Airlines and Delta can get you from Madison to Gulfport in just under 4h 50m. Your travel time can differ by up to 10m. 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 43% 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 August is currently the most expensive (average of $232). 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 October 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$413FlexibilityNo cancel feeOn-time71%

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