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$59+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHS
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chesapeake to Charleston are usually found in July or February, booked 81 days in advance, depart on a Monday or Wednesday and return on a Tuesday

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 November 6, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$147
(Kiwi.com)

One-way from

$59
(Breeze Airways)

Popular in

April

Cheapest in

July

Average price

$263
Provider with most accurate pricing for Norfolk-Charleston flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Charleston flights.
Search Deals
From Chesapeake to Charleston
Search Deals
One-way flight from Chesapeake to Charleston
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Tue 12/3012:38 pmORF - CHS
Nonstop1h 23mBreeze Airways
Sun 1/46:45 amCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 11/5$147
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/1210:05 pmORF - CHS
1 stop10h 23mBreeze Airways
Sun 12/146:45 amCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 11/5$153
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:38 pmORF - CHS
Nonstop1h 23mBreeze Airways
Sun 12/286:45 amCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 11/5$158
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sat 12/137:00 amORF - CHS
1 stop7h 29mMultiple Airlines
Mon 12/159:49 pmCHS - ORF
1 stop21h 27mMultiple Airlines
Deal found 11/6$179
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/1212:00 pmORF - CHS
2 stops23h 00mMultiple Airlines
Sun 12/146:45 amCHS - ORF
Nonstop1h 18mMultiple Airlines
Deal found 11/5$180
This Breeze Airways deal was found by Cheapflights users on 11/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/169:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Mon 11/173:33 pmCHS - ORF
1 stop6h 29mBreeze Airways
Deal found 11/6$183
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Mon 11/174:57 pmORF - CHS
1 stop15h 40mBreeze Airways
Thu 11/203:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 11/5$187
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/99:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Thu 11/133:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Deal found 11/5$193
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/510:05 pmORF - CHS
1 stop10h 23mMultiple Airlines
Mon 12/89:49 pmCHS - ORF
1 stop21h 27mMultiple Airlines
Deal found 11/5$194
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Mon 12/19:26 pmORF - CHS
1 stop11h 11mMultiple Airlines
Fri 12/59:49 pmCHS - ORF
1 stop21h 27mMultiple Airlines
Deal found 11/4$199
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Mon 11/1711:29 amORF - CHS
2 stops21h 59mMultiple Airlines
Thu 11/203:43 pmCHS - ORF
Nonstop1h 18mMultiple Airlines
Deal found 11/5$210

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 November 6, 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

Tue 12/30

12:38 pm-2:01 pm

Nonstop1h 23m

Charleston

Sun 1/4

6:45 am-8:03 am

Nonstop1h 18m

$147

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 1/1

12:38 pm-2:01 pm

Nonstop1h 23m

Charleston

Sun 1/4

6:45 am-8:03 am

Nonstop1h 18m

$148

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sun 12/14

12:38 pm-2:01 pm

Nonstop1h 23m

Charleston

Sun 12/28

6:45 am-8:03 am

Nonstop1h 18m

$158

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sat 12/13

7:00 am-2:29 pm

1 stop7h 29m

Charleston

Mon 12/15

9:49 pm-7:16 pm

1 stop21h 27m

$179

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Fri 12/12

12:00 pm-11:00 am

2 stops23h 00m

Charleston

Sun 12/14

6:45 am-8:03 am

Nonstop1h 18m

$180

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sun 11/16

9:36 pm-10:59 pm

Nonstop1h 23m

Charleston

Mon 11/17

3:33 pm-10:02 pm

1 stop6h 29m

$183

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Mon 11/17

4:57 pm-8:37 am

1 stop15h 40m

Charleston

Thu 11/20

3:43 pm-5:01 pm

Nonstop1h 18m

$187

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sun 11/9

9:36 pm-10:59 pm

Nonstop1h 23m

Charleston

Thu 11/13

3:43 pm-5:01 pm

Nonstop1h 18m

$193

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Sun 11/23

9:36 pm-10:59 pm

Nonstop1h 23m

$59

NorfolkCharleston

ORF - CHS

ORFCHS

Norfolk

Thu 12/4

12:38 pm-2:01 pm

Nonstop1h 23m

$74

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 16 results
1
2

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 October 31, 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, January is the cheapest month in which you can book a flight from Chesapeake to Charleston (average of $51). Flying from Chesapeake to Charleston in April is currently the most expensive (average of $116). 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 November 6, 2025.

It’s typically best to fly out from Chesapeake to Charleston in the evening. Doing so could potentially save you 26% on the flight price compared to flying in the morning, which is usually more expensive.

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 November 6, 2025.
Read through reviews of airlines operating flights from Chesapeake to Charleston, such as Breeze Airways, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
225 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,240 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,004 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,041 reviews
Breeze Airways
8.1
Very good
225 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Overall

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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. 5 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.

  • How long is the flight from Chesapeake to Charleston?

    Breeze Airways can get you from Chesapeake to Charleston in just under 1h 23m. Your travel time will be generally consistent. The distance between Chesapeake and Charleston is about 351 mi. Most flights are nonstop.

  • What are the cheapest flights from Chesapeake to Charleston?

    The cheapest flight price from Chesapeake to Charleston is $98. On average you can expect to pay $131. The most popular route, (Norfolk - Charleston), can usually be booked for $112.

  • 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, January is the cheapest month in which you can book a flight from Chesapeake to Charleston (average of $51). Flying from Chesapeake to Charleston in April is currently the most expensive (average of $116). 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
Santee
Walterboro
Isle of Palms
Mount Pleasant
Edisto Beach

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chesapeake to Charleston

Discover the top 5 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$51Average$137FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$287FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$196Average$354FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$196Average$312FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$521FlexibilityNo cancel feeOn-time69%

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