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Chesapeake

$119+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — RIC
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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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 April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(Delta)

One-way from

$119
(Delta)

Popular in

December

Cheapest in

September

Average price

$375
Provider with most accurate pricing for Gulfport Biloxi Regional-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Norfolk flights.
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From Gulfport Biloxi Regional to Chesapeake
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One-way flight from Gulfport Biloxi Regional to Chesapeake
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Highest demand for flights based on searches. 16% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 2, 2025.

This Delta deal was found by Cheapflights users on 4/1. 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.
Thu 5/296:05 pmGPT - ORF
1 stop5h 13mDelta
Mon 6/96:16 pmORF - GPT
1 stop4h 50mDelta
Deal found 4/1$243
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/76:21 pmGPT - ORF
1 stop4h 34mAmerican Airlines
Sun 5/118:30 pmORF - GPT
1 stop4h 28mAmerican Airlines
Deal found 4/1$249
This United Airlines deal was found by Cheapflights users on 4/1. 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 4/24:55 pmGPT - ORF
1 stop6h 04mUnited Airlines
Sun 4/66:00 amORF - GPT
1 stop8h 26mUnited Airlines
Deal found 4/1$339
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/216:32 pmGPT - ORF
2 stops28h 47mMultiple Airlines
Wed 4/236:13 pmORF - GPT
2 stops24h 55mMultiple Airlines
Deal found 4/1$594

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 April 2, 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

Thu 5/29

6:05 pm-12:18 am

1 stop5h 13m

Norfolk

Mon 6/9

6:16 pm-10:06 pm

1 stop4h 50m

$243

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Wed 5/7

6:21 pm-11:55 pm

1 stop4h 34m

Norfolk

Sun 5/11

8:30 pm-11:58 pm

1 stop4h 28m

$249

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Tue 4/29

4:55 pm-11:59 pm

1 stop6h 04m

Norfolk

Tue 5/6

6:00 am-1:26 pm

1 stop8h 26m

$349

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Mon 4/21

6:32 pm-12:19 am

2 stops28h 47m

Norfolk

Wed 4/23

6:13 pm-6:08 pm

2 stops24h 55m

$594

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Thu 5/29

6:05 am-11:50 am

1 stop4h 45m

$119

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Thu 5/29

6:25 am-4:04 pm

2 stops8h 39m

$229

GulfportNorfolk

GPT - ORF

GPTORF

Gulfport Biloxi Regional

Thu 5/29

5:15 pm-11:44 pm

3 stops29h 29m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 June is currently the most expensive (average of $372). 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 April 2, 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.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 April 2, 2025.
Delta
8.0
Very good
7,897 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,615 reviews
Delta
8.0
Very good
7,897 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from Gulfport to Chesapeake one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $119. Users have also found prices from $229 and $470 on American Airlines and United Airlines, respectively.

  • 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 June is currently the most expensive (average of $372). 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.

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Alternative routes for Gulfport to Chesapeake

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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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$221Average$347FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$229Average$413FlexibilityNo cancel feeOn-time71%

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