HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chesapeake

$140+ Cheap flights from Gulfport (GPT) to Chesapeake, VA

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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — RIC
loka 15 — loka 221
ke 10/15
ke 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Gulfport to Chesapeake 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 Gulfport to Chesapeake

Keep the following information in mind while searching for Gulfport to Chesapeake flight deals. Data was last updated syyskuu 15, 2025.

Round-trip from

$303
(Kiwi.com)

One-way from

$140
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$376
From Gulfport Biloxi Regional to Chesapeake
Search Deals
One-way flight from Gulfport Biloxi Regional to Chesapeake
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Gulfport to Chesapeake

Cheapest flights from Gulfport to Chesapeake
Explore the most affordable flight options available from Gulfport to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on syyskuu 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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.
ti 9/302:00 pmGPT - ORF
1 stop7h 29mUnited Airlines
la 10/46:15 amORF - GPT
1 stop8h 10mUnited Airlines
Deal found 9/15$259
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
pe 10/106:51 pmGPT - ORF
2 stops16h 36mMultiple Airlines
su 10/129:47 amORF - GPT
1 stop10h 28mMultiple Airlines
Deal found 9/14$303
This Delta deal was found by Cheapflights users on 9/12. 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.
ke 10/296:00 amGPT - ORF
1 stop5h 31mDelta
ke 11/56:24 amORF - GPT
1 stop3h 52mDelta
Deal found 9/12$317
This American Airlines deal was found by Cheapflights users on 9/12. 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.
ke 10/296:15 amGPT - ORF
1 stop6h 10mAmerican Airlines
ke 11/51:42 pmORF - GPT
2 stops10h 02mAmerican Airlines
Deal found 9/12$322
This Delta deal was found by Cheapflights users on 9/14. 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.
ke 11/510:01 amGPT - ORF
1 stop6h 11mDelta
ma 11/105:15 amORF - GPT
1 stop5h 34mDelta
Deal found 9/14$362
This Delta deal was found by Cheapflights users on 9/14. 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.
ke 11/510:01 amGPT - ORF
2 stops11h 22mDelta
ti 11/1110:24 amORF - GPT
1 stop4h 44mDelta
Deal found 9/14$376
This American Airlines deal was found by Cheapflights users on 9/14. 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.
ke 11/56:43 amGPT - ORF
1 stop5h 59mAmerican Airlines
ma 11/101:42 pmORF - GPT
2 stops10h 02mAmerican Airlines
Deal found 9/14$377
This United Airlines deal was found by Cheapflights users on 9/15. 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.
ti 9/162:02 pmGPT - ORF
1 stop7h 24mUnited Airlines
ti 9/238:30 amORF - GPT
1 stop5h 57mUnited Airlines
Deal found 9/15$394

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gulfport to Chesapeake 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 syyskuu 15, 2025.
Use the filters below to find and compare flights from Gulfport to Chesapeake that are best for you.

Fly from

Gulfport

Fly to

Chesapeake

Route

Depart

Return

Price

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

pe 10/10

6:51 pm-12:27 pm

2 stops16h 36m

Norfolk

su 10/12

9:47 am-7:15 pm

1 stop10h 28m

$303

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ke 10/29

6:00 am-12:31 pm

1 stop5h 31m

Norfolk

ke 11/5

6:24 am-9:16 am

1 stop3h 52m

$317

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

la 2/21

6:00 pm-11:59 pm

1 stop4h 59m

Norfolk

ti 2/24

9:40 am-1:37 pm

1 stop4h 57m

$317

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ke 10/29

6:15 am-1:25 pm

1 stop6h 10m

Norfolk

ke 11/5

1:42 pm-10:44 pm

2 stops10h 02m

$322

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

la 2/21

2:00 pm-10:43 pm

1 stop7h 43m

Norfolk

ti 2/24

6:10 am-4:02 pm

2 stops10h 52m

$354

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ke 11/5

10:01 am-5:12 pm

1 stop6h 11m

Norfolk

ma 11/10

5:15 am-9:49 am

1 stop5h 34m

$362

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ke 11/5

10:01 am-10:23 pm

2 stops11h 22m

Norfolk

ti 11/11

10:24 am-2:08 pm

1 stop4h 44m

$376

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ma 10/13

6:51 pm-3:41 pm

1 stop19h 50m

$140

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

ma 10/13

2:00 pm-11:32 pm

2 stops8h 32m

$482

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from Gulfport to Chesapeake

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

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

Currently, January is the cheapest month in which you can book a flight from Gulfport to Chesapeake (average of $281). Flying from Gulfport to Chesapeake in March is currently the most expensive (average of $351). 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.

What is the cheapest time of day to fly from GPT to C6E?

Find hourly flight availability from Gulfport to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated syyskuu 15, 2025.

When flying from Gulfport to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated syyskuu 15, 2025.
Read through reviews of airlines operating flights from Gulfport to Chesapeake, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Gulfport to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Gulfport to Chesapeake?

    For a flight from Gulfport to Chesapeake, you will be flying from Biloxi Regional. Gulfport Biloxi Regional (GPT) is just 3.1 mi from the center of the city. Biloxi Regional is the only Gulfport airport and it handles 0 outbound flights to Chesapeake per day. 2 airlines have flights to Chesapeake from Gulfport Biloxi Regional on a regular basis.

  • How long is the flight from Gulfport to Chesapeake?

    Airlines like Delta and American Airlines fly from Gulfport to Chesapeake in about 5h 31m. The time it takes to get you to your destination can typically vary by up to 39m. Airlines will cover a distance of 864 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Gulfport to Chesapeake (average of $281). Flying from Gulfport to Chesapeake in March is currently the most expensive (average of $351). 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

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 Gulfport to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Memphis to Dulles Intl flights
Memphis to Reagan-National flights
Mobile to Dulles Intl flights
Baton Rouge to Reagan-National flights
Memphis to Richmond flights
Baton Rouge to Dulles Intl flights
Memphis to Raleigh flights
Mobile to Reagan-National flights
Jackson to Reagan-National flights
Mobile to Norfolk flights
Gulfport to Raleigh flights
Jackson to Dulles Intl flights
Baton Rouge to Raleigh flights
Jackson to Raleigh flights
Memphis to Charlottesville flights
Memphis to Norfolk flights
Jackson to Norfolk flights
Mobile to Raleigh flights
Gulfport to Reagan-National flights
Gulfport to Dulles Intl flights
Alexandria to Raleigh flights
Gulfport to Norfolk flights
Mobile to Blountville flights
Gulfport to Richmond flights
Memphis to Roanoke flights
Memphis to Greensboro flights
Jackson to Roanoke flights
Baton Rouge to Greensboro flights
Baton Rouge to Norfolk flights
Alexandria to Reagan-National flights
Jackson to Richmond flights
Mobile to Richmond flights
Columbus to Dulles Intl flights
Alexandria to Dulles Intl flights
Baton Rouge to Richmond flights
Columbus to Reagan-National flights
Gulfport to Greensboro flights
Mobile to Greensboro flights
Memphis to Newport News flights
Mobile to Newport News flights
Meridian to Reagan-National flights
Alexandria to Norfolk flights
Gulfport to Newport News flights
Laurel to Dulles Intl flights
Meridian to Dulles Intl flights
Jackson to Blountville flights
Laurel to Reagan-National flights
Baton Rouge to Charlottesville flights
Baton Rouge to Blountville flights
Alexandria to Greensboro flights

Top 2 airlines flying from Gulfport to Chesapeake

Discover the top 2 airlines that operate flights from Gulfport to Chesapeake. 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 syyskuu 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$338FlexibilityNo cancel feeOn-timeN/A

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.
Site
©2025 Cheapflights