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Madison

$274+ Cheap flights from Gulfport to Madison (GPT - 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MSN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Gulfport to Madison

Cheapest flights from Gulfport to Madison
Explore the most affordable flight options available from Gulfport to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 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.
Fri 2/134:29 pm
GPT
-
MSN
1 stop7h 11m
American Airlines
Mon 2/1610:54 am
MSN
-
GPT
1 stop5h 05m
American Airlines
Deal found 1/28$399
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.
Mon 6/86:38 pm
GPT
-
MSN
1 stop5h 20m
American Airlines
Thu 6/117:03 am
MSN
-
GPT
1 stop6h 45m
American Airlines
Deal found 1/28$527
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:00 pm
GPT
-
MSN
1 stop4h 35m
Delta
Thu 6/116:15 am
MSN
-
GPT
2 stops7h 19m
Delta
Deal found 1/28$589
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/34:42 pm
GPT
-
MSN
2 stops25h 05m
United Airlines
Sat 2/712:32 pm
MSN
-
GPT
2 stops24h 50m
United Airlines
Deal found 1/27$715
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:15 pm
GPT
-
MSN
2 stops21h 42m
United Airlines
Thu 6/118:15 am
MSN
-
GPT
2 stops7h 47m
United Airlines
Deal found 1/28$823
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:05 am
GPT
-
MSN
3 stops11h 53m
United Airlines
Mon 2/166:30 am
MSN
-
GPT
2 stops9h 31m
United Airlines
Deal found 1/28$1,277

Find flight deals from Gulfport to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Gulfport (GPT) 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$399
(American Airlines)

One-way from

$274
(Delta)
Provider with most accurate pricing for Gulfport Biloxi Regional-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Madison Truax Field flights.
Search Deals
From Gulfport Biloxi Regional to Madison Truax Field
Search Deals
One-way flight from Gulfport Biloxi Regional to Madison Truax Field
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gulfport 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 January 29, 2026.
Use the filters below to find and compare flights from Gulfport to Madison that are best for you.

Fly from

Gulfport

Fly to

Madison

Route

Depart

Return

Price

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Fri 2/13

4:29 pm-11:40 pm

1 stop7h 11m

Madison Truax Field

Mon 2/16

10:54 am-3:59 pm

1 stop5h 05m

$399

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Mon 6/8

6:38 pm-11:58 pm

1 stop5h 20m

Madison Truax Field

Thu 6/11

7:03 am-1:48 pm

1 stop6h 45m

$527

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Mon 6/8

6:00 pm-10:35 pm

1 stop4h 35m

Madison Truax Field

Thu 6/11

6:15 am-1:34 pm

2 stops7h 19m

$589

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Mon 6/8

5:15 pm-2:57 pm

2 stops21h 42m

Madison Truax Field

Thu 6/11

8:15 am-4:02 pm

2 stops7h 47m

$823

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Fri 2/13

7:05 am-6:58 pm

3 stops11h 53m

Madison Truax Field

Mon 2/16

6:30 am-4:01 pm

2 stops9h 31m

$1,277

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Sun 2/22

6:00 pm-10:24 pm

1 stop4h 24m

$274

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Sun 2/22

4:55 pm-10:14 am

2 stops17h 19m

$485

GulfportMadison

GPT - MSN

GPTMSN

Gulfport Biloxi Regional

Sun 2/22

7:20 pm-5:32 pm

3 stops22h 12m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Compare providers for flights from Gulfport 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 Gulfport to Madison in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 Gulfport-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gulfport-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gulfport-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Gulfport-Madison 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 Gulfport-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 Gulfport to Madison

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

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

Currently, October is the cheapest month in which you can book a flight from Gulfport to Madison (average of $163). Flying from Gulfport to Madison in November is currently the most expensive (average of $264). 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 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 January 29, 2026.
See what other customers who have flown with American Airlines from Gulfport to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,206 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Food

6.4

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
11,206 reviews
American Airlines
7.2
Good
11,206 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Food

6.4

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 Gulfport 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 Gulfport to Madison?

    Departing from Gulfport to Madison will take you 4h 35m. The distance from Gulfport to Madison is about 879 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Our cheapest airline available from Gulfport to Madison is American Airlines. Our recent data shows that you can find tickets from as low as $288 on this airline.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Gulfport to Madison (average of $163). Flying from Gulfport to Madison in November is currently the most expensive (average of $264). 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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Top airline flying from Gulfport to Madison

Discover the top airline that operate flights from Gulfport 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$421FlexibilityNo cancel feeOn-time71%

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