HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Gulfport

$239+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — GPT
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Gulfport with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Madison to Gulfport

Best flights from Madison to Gulfport
Discover carefully curated flight deals from Madison to Gulfport that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 24, 2025.

This American Airlines deal was found by Cheapflights users on 12/22. 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 1/107:00 amMSN - GPT
1 stop5h 31mAmerican Airlines
Tue 1/135:29 pmGPT - MSN
1 stop6h 18mAmerican Airlines
Deal found 12/22$374
This United Airlines deal was found by Cheapflights users on 12/21. 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 1/248:15 amMSN - GPT
2 stops11h 33mUnited Airlines
Tue 1/274:42 pmGPT - MSN
2 stops24h 08mUnited Airlines
Deal found 12/21$453
This United Airlines deal was found by Cheapflights users on 12/23. 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 1/203:48 pmMSN - GPT
2 stops21h 34mUnited Airlines
Sat 1/245:13 pmGPT - MSN
2 stops27h 52mUnited Airlines
Deal found 12/23$558
This United Airlines deal was found by Cheapflights users on 12/21. 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 1/610:45 amMSN - GPT
2 stops9h 03mUnited Airlines
Sat 1/105:13 pmGPT - MSN
2 stops16h 57mUnited Airlines
Deal found 12/21$582
This United Airlines deal was found by Cheapflights users on 12/21. 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 2/63:48 pmMSN - GPT
2 stops21h 34mUnited Airlines
Tue 2/107:00 amGPT - MSN
2 stops7h 52mUnited Airlines
Deal found 12/21$677
This United Airlines deal was found by Cheapflights users on 12/22. 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 1/108:15 amMSN - GPT
3 stops11h 33mUnited Airlines
Tue 1/137:00 amGPT - MSN
3 stops12h 07mUnited Airlines
Deal found 12/22$908
This United Airlines deal was found by Cheapflights users on 12/22. 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 1/73:48 pmMSN - GPT
2 stops24h 10mUnited Airlines
Sun 1/111:57 pmGPT - MSN
2 stops21h 54mUnited Airlines
Deal found 12/22$980

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 December 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$374
(American Airlines)

One-way from

$239
(Delta)

Popular in

March

Cheapest in

July

Average price

$497
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
One-way flight 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 ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 24, 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 1/10

7:00 am-12:31 pm

1 stop5h 31m

Gulfport Biloxi Regional

Tue 1/13

5:29 pm-11:47 pm

1 stop6h 18m

$374

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 1/24

8:15 am-7:48 pm

2 stops11h 33m

Gulfport Biloxi Regional

Tue 1/27

4:42 pm-4:50 pm

2 stops24h 08m

$453

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 1/20

3:48 pm-1:22 pm

2 stops21h 34m

Gulfport Biloxi Regional

Sat 1/24

5:13 pm-9:05 pm

2 stops27h 52m

$558

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Tue 1/6

10:45 am-7:48 pm

2 stops9h 03m

Gulfport Biloxi Regional

Sat 1/10

5:13 pm-10:10 am

2 stops16h 57m

$582

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Fri 2/6

3:48 pm-1:22 pm

2 stops21h 34m

Gulfport Biloxi Regional

Tue 2/10

7:00 am-2:52 pm

2 stops7h 52m

$677

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Sat 1/10

8:15 am-7:48 pm

3 stops11h 33m

Gulfport Biloxi Regional

Tue 1/13

7:00 am-7:07 pm

3 stops12h 07m

$908

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 1/7

3:48 pm-3:58 pm

2 stops24h 10m

Gulfport Biloxi Regional

Sun 1/11

1:57 pm-11:51 am

2 stops21h 54m

$980

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 1/14

5:06 pm-9:53 pm

1 stop4h 47m

$239

MadisonGulfport

MSN - GPT

MSNGPT

Madison Truax Field

Wed 1/14

6:16 pm-9:00 am

3 stops38h 44m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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 December.
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.

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

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 December 24, 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
11,054 reviews

Food

6.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,054 reviews
American Airlines
7.2
Good
11,054 reviews

Food

6.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 United Airlines can get you from Madison to Gulfport in just under 5h 31m. Your travel time can differ by up to 6h 02m. 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 $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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Gulfport

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Memphis flights
Minneapolis to Memphis flights
O'Hare Intl to Mobile flights
Minneapolis to Mobile flights
Minneapolis to Gulfport flights
O'Hare Intl to Baton Rouge flights
Minneapolis to Alexandria flights
Minneapolis to Baton Rouge flights
Milwaukee to Memphis flights
Milwaukee to Mobile flights
O'Hare Intl to Gulfport flights
Milwaukee to Baton Rouge flights
O'Hare Intl to Jackson flights
Madison to Baton Rouge flights
Milwaukee to Jackson flights
Appleton to Gulfport flights
Appleton to Mobile flights
Madison to Mobile flights
Minneapolis to Jackson flights
Appleton to Memphis flights
Milwaukee to Gulfport flights
Green Bay to Mobile flights
Green Bay to Gulfport flights
Madison to Memphis flights
Green Bay to Memphis flights
Duluth to Mobile flights
O'Hare Intl to Meridian flights
O'Hare Intl to Columbus flights
Appleton to Baton Rouge flights
O'Hare Intl to Alexandria flights
Green Bay to Baton Rouge flights
Duluth to Memphis flights
Escanaba to Baton Rouge flights
Green Bay to Jackson flights
Madison to Columbus flights
Minneapolis to Columbus flights
Dubuque to Mobile flights
La Crosse to Gulfport flights
Milwaukee to Columbus flights
La Crosse to Baton Rouge flights
La Crosse to Memphis flights

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 December 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$398FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.