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Gulfport

$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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — GPT
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 8/115:29 pm
MSN
-
GPT
1 stop5h 28m
American Airlines
Sat 8/156:30 pm
GPT
-
MSN
1 stop5h 37m
American Airlines
Deal found 1/28$271
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/244:45 pm
MSN
-
GPT
1 stop7h 04m
American Airlines
Tue 3/105:00 am
GPT
-
MSN
1 stop5h 39m
American Airlines
Deal found 1/27$325
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/253:11 pm
MSN
-
GPT
1 stop7h 48m
American Airlines
Tue 3/35:00 am
GPT
-
MSN
1 stop5h 36m
American Airlines
Deal found 1/28$327
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:06 pm
MSN
-
GPT
1 stop4h 48m
Delta
Tue 3/106:00 am
GPT
-
MSN
2 stops6h 41m
Delta
Deal found 1/27$330
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:54 am
MSN
-
GPT
1 stop5h 05m
American Airlines
Wed 3/114:29 pm
GPT
-
MSN
1 stop7h 06m
American Airlines
Deal found 1/25$353
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:06 pm
MSN
-
GPT
1 stop4h 48m
Delta
Tue 3/36:00 am
GPT
-
MSN
1 stop4h 23m
Delta
Deal found 1/27$379
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/1011:23 am
MSN
-
GPT
1 stop6h 40m
American Airlines
Sat 2/144:29 pm
GPT
-
MSN
1 stop7h 11m
American Airlines
Deal found 1/26$383
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:06 pm
MSN
-
GPT
1 stop4h 48m
Delta
Tue 3/36:00 am
GPT
-
MSN
2 stops8h 11m
Delta
Deal found 1/26$387

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$325
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$408
Provider with most accurate pricing for Madison Truax Field-Gulfport Biloxi Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Gulfport Biloxi Regional flights.
Search Deals
From Madison Truax Field to Gulfport Biloxi Regional
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 28, 2026.
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

Wed 2/25

3:11 pm-10:59 pm

1 stop7h 48m

Gulfport Biloxi Regional

Tue 3/3

5:00 am-10:36 am

1 stop5h 36m

$327

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 2/24

5:06 pm-9:54 pm

1 stop4h 48m

Gulfport Biloxi Regional

Tue 3/10

6:00 am-12:41 pm

2 stops6h 41m

$330

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 3/7

10:54 am-3:59 pm

1 stop5h 05m

Gulfport Biloxi Regional

Wed 3/11

4:29 pm-11:35 pm

1 stop7h 06m

$353

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sun 2/22

5:06 pm-9:54 pm

1 stop4h 48m

Gulfport Biloxi Regional

Tue 3/3

6:00 am-10:23 am

1 stop4h 23m

$379

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Mon 2/23

5:06 pm-9:54 pm

1 stop4h 48m

Gulfport Biloxi Regional

Tue 3/3

6:00 am-2:11 pm

2 stops8h 11m

$384

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 2/25

5:06 pm-9:54 pm

1 stop4h 48m

Gulfport Biloxi Regional

Tue 3/3

6:00 am-2:11 pm

2 stops8h 11m

$387

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 2/24

10:34 am-11:49 pm

2 stops13h 15m

Gulfport Biloxi Regional

Tue 3/10

12:34 pm-9:39 pm

2 stops9h 05m

$391

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Thu 2/26

3:11 pm-10:59 pm

1 stop7h 48m

Gulfport Biloxi Regional

Wed 3/4

5:00 am-10:36 am

1 stop5h 36m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 March is currently the most expensive (average of $235). 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 January 28, 2026.
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
11,201 reviews

Food

6.4

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,201 reviews
American Airlines
7.2
Good
11,201 reviews

Food

6.4

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 48m. Your travel time can differ by up to 3h. 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 42% 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 $235). 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$398FlexibilityNo cancel feeOn-time71%

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