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$49+ Cheap flights from Chesapeake, VA to Charleston (CHS)

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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Charleston are usually found in February or May, booked 81 days in advance, depart on a Monday or Wednesday and return on a Monday

Cheap flight deals from Chesapeake to Charleston

Keep the following information in mind while searching for Chesapeake to Charleston flight deals. Data was last updated July 29, 2025.

Round-trip from

$146
(Priceline)

One-way from

$49
(Breeze Airways)

Popular in

July

Cheapest in

February

Average price

$324
From Chesapeake to Charleston
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One-way flight from Chesapeake to Charleston
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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Find flight deals from Chesapeake to Charleston

Cheapest flights from Chesapeake to Charleston
Explore the most affordable flight options available from Chesapeake to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/67:00 amORF - CHS
1 stop8h 24mBreeze Airways
Sun 9/73:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 7/28$146
This Delta deal was found by Cheapflights users on 7/27. 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.
Sat 8/235:30 amORF - CHS
1 stop3h 49mDelta
Wed 8/276:20 amCHS - ORF
1 stop4h 18mDelta
Deal found 7/27$197
This Southwest deal was found by Cheapflights users on 7/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/253:35 pmORF - CHS
1 stop4h 20mSouthwest
Tue 10/287:05 amCHS - ORF
2 stops7h 15mSouthwest
Deal found 7/28$202
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Fri 8/89:52 pmORF - CHS
1 stop10h 14mMultiple Airlines
Tue 8/1210:00 amCHS - ORF
Nonstop1h 19mMultiple Airlines
Deal found 7/29$207
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/66:26 amORF - CHS
1 stop6h 49mAmerican Airlines
Sun 9/75:00 amCHS - ORF
1 stop5h 10mAmerican Airlines
Deal found 7/28$224
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:24 amORF - CHS
1 stop28h 01mSpirit Airlines
Sun 11/210:30 amCHS - ORF
1 stop12h 18mSpirit Airlines
Deal found 7/29$233

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Charleston 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 July 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Charleston that are best for you.

Fly from

Chesapeake

Fly to

Charleston

Route

Depart

Return

Price

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sat 9/6

7:00 am-3:24 pm

1 stop8h 24m

Charleston

Sun 9/7

3:43 pm-5:01 pm

Nonstop1h 18m

$146

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sat 8/23

5:30 am-9:19 am

1 stop3h 49m

Charleston

Wed 8/27

6:20 am-10:38 am

1 stop4h 18m

$197

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sat 10/25

3:35 pm-7:55 pm

1 stop4h 20m

Charleston

Tue 10/28

7:05 am-2:20 pm

2 stops7h 15m

$202

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Fri 8/8

9:52 pm-8:06 am

1 stop10h 14m

Charleston

Tue 8/12

10:00 am-11:19 am

Nonstop1h 19m

$207

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sat 9/6

6:26 am-1:15 pm

1 stop6h 49m

Charleston

Sun 9/7

5:00 am-10:10 am

1 stop5h 10m

$224

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 10/30

5:24 am-9:25 am

1 stop28h 01m

Charleston

Sun 11/2

10:30 am-10:48 pm

1 stop12h 18m

$233

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 11/6

9:36 pm-10:59 pm

Nonstop1h 23m

$49

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 11/6

6:00 am-10:45 am

1 stop4h 45m

$100

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 9/11

5:30 am-9:16 am

1 stop3h 46m

$119

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 8/28

5:00 am-8:16 am

1 stop3h 16m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 13 results
1
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Best time to book a flight from Chesapeake to Charleston

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

How far ahead should I book a flight from Chesapeake to Charleston?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Charleston. Price data was last updated on July 25, 2025.

The best time to book flights from Chesapeake to Charleston is 80 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Chesapeake to Charleston (average of $217). Flying from Chesapeake to Charleston in March is currently the most expensive (average of $335). 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 C6E to CHS?

Find hourly flight availability from Chesapeake to Charleston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Charleston as you normally would.

Reviews of airlines servicing Charleston

Get insights into the airlines that provide service to Charleston. 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 Charleston. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from Chesapeake to Charleston, such as Southwest, Delta, and Breeze Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
190 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,899 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Charleston. 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 into for flights to Charleston from Chesapeake?

    Charleston (CHS), located 10.2 mi from the city center, is the airport you fly into when you book flights from Chesapeake to Charleston. 6 airlines have flights to Charleston from Chesapeake on a regular basis. Booking flights from Chesapeake to Charleston should not be difficult; the airport handles an average of 0 inbound flights from Chesapeake per day.

  • How popular is this Chesapeake to Charleston flight route?

    The Chesapeake to Charleston flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $49. Spirit Airlines flights start at $100 while deals on Delta start at $119 one-way.

  • What are the cheapest flights from Chesapeake to Charleston?

    The cheapest flight price from Chesapeake to Charleston is $49. On average you can expect to pay $74. The most popular route, (Norfolk - Charleston), can usually be booked for $102.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chesapeake to Charleston (average of $217). Flying from Chesapeake to Charleston in March is currently the most expensive (average of $335). 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 Charleston?

Book flights to Charleston if you plan to visit one of these locations
North Charleston
Summerville
Walterboro
Mount Pleasant
Isle of Palms
Santee
Edisto Beach

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Alternative routes for Chesapeake to Charleston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chesapeake to Charleston

Discover the top 6 airlines that operate flights from Chesapeake to Charleston. 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$72Average$138FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$83Average$216FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$298FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$313FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$354FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$228Average$458FlexibilityNo cancel feeOn-time69%

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