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Chesapeake

$103+ Cheap flights from Charleston (CHS) to Chesapeake, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — RIC
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Charleston to Chesapeake

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

Round-trip from

$103
(Breeze Airways)

Popular in

March

Cheapest in

July

Average price

$266
From Charleston to Chesapeake
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Charleston to Chesapeake

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

This Breeze Airways deal was found by Cheapflights users on 9/13. 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.
Thu 11/133:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Sun 11/169:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/13$103
This Breeze Airways deal was found by Cheapflights users on 9/13. 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.
Thu 10/233:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Thu 10/309:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/13$133
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/33:33 pmCHS - ORF
1 stop6h 29mBreeze Airways
Sun 10/59:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/12$147
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/2310:11 amCHS - ORF
1 stop12h 35mMultiple Airlines
Thu 10/309:36 pmORF - CHS
Nonstop1h 23mMultiple Airlines
Deal found 9/13$171
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/233:43 pmCHS - ORF
Nonstop1h 18mBreeze Airways
Sun 10/269:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/13$172
This Priceline deal was found by Cheapflights users on 9/13. 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.
Fri 11/143:33 pmCHS - ORF
1 stop6h 29mBreeze Airways
Sun 11/169:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/13$175
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 11/135:40 pmCHS - ORF
2 stops17h 08mMultiple Airlines
Sun 11/169:36 pmORF - CHS
Nonstop1h 23mMultiple Airlines
Deal found 9/13$181
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.
Fri 10/1710:11 amCHS - ORF
2 stops26h 16mMultiple Airlines
Sun 10/199:36 pmORF - CHS
Nonstop1h 23mMultiple Airlines
Deal found 9/14$186
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.
Fri 10/179:23 pmCHS - ORF
1 stop24h 40mBreeze Airways
Sun 10/199:36 pmORF - CHS
Nonstop1h 23mBreeze Airways
Deal found 9/14$187
This Priceline deal was found by Cheapflights users on 9/13. 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.
Fri 10/243:33 pmCHS - ORF
1 stop6h 29mBreeze Airways
Sun 10/267:00 amORF - CHS
1 stop7h 28mBreeze Airways
Deal found 9/13$191

Cheapflights Fare Finder

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

Fly from

Charleston

Fly to

Chesapeake

Route

Depart

Return

Price

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 11/13

3:43 pm-5:01 pm

Nonstop1h 18m

Norfolk

Sun 11/16

9:36 pm-10:59 pm

Nonstop1h 23m

$103

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 10/23

3:43 pm-5:01 pm

Nonstop1h 18m

Norfolk

Thu 10/30

9:36 pm-10:59 pm

Nonstop1h 23m

$133

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 10/3

3:33 pm-10:02 pm

1 stop6h 29m

Norfolk

Sun 10/5

9:36 pm-10:59 pm

Nonstop1h 23m

$147

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 10/23

10:11 am-10:46 pm

1 stop12h 35m

Norfolk

Thu 10/30

9:36 pm-10:59 pm

Nonstop1h 23m

$171

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 10/23

3:43 pm-5:01 pm

Nonstop1h 18m

Norfolk

Sun 10/26

7:00 am-2:28 pm

1 stop7h 28m

$178

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 11/13

5:40 pm-10:48 am

2 stops17h 08m

Norfolk

Sun 11/16

9:36 pm-10:59 pm

Nonstop1h 23m

$181

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 10/17

9:23 pm-10:03 pm

1 stop24h 40m

Norfolk

Sun 10/19

9:36 pm-10:59 pm

Nonstop1h 23m

$187

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 10/24

3:33 pm-10:02 pm

1 stop6h 29m

Norfolk

Sun 10/26

9:36 pm-10:59 pm

Nonstop1h 23m

$187

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 10/16

5:35 am-9:00 am

1 stop3h 25m

Norfolk

Tue 10/21

12:22 pm-6:58 pm

1 stop6h 36m

$197

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Wed 9/24

9:08 pm-4:49 pm

1 stop19h 41m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 16 results
1
2

Best time to book a flight from Charleston to Chesapeake

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

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

Currently, January is the cheapest month in which you can book a flight from Charleston to Chesapeake (average of $281). Flying from Charleston 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 CHS to C6E?

Find hourly flight availability from Charleston 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 September 15, 2025.

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

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 September 15, 2025.
Read through reviews of airlines operating flights from Charleston to Chesapeake, such as Breeze Airways, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Boarding

8.2

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
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Boarding

8.2

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
8.0
Very good
7,956 reviews
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Boarding

8.2

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!
United Airlines
7.4
Good
8,931 reviews
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Boarding

8.2

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
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Food

6.7

Crew

8.7

Overall

8.0

Entertainment

6.5

Boarding

8.2

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 Charleston 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 Charleston to Chesapeake?

    Located just 10.2 mi from the city center, Charleston is the airport most travelers will use when flying to Chesapeake from Charleston. Booking flights from Charleston (CHS) to Chesapeake should be relatively easy as there are 0 daily outbound flights to Chesapeake from 5 different airlines.

  • How popular is this Charleston to Chesapeake flight route?

    Flights from Charleston to Chesapeake have been viewed 12 times in the past calendar month.

  • How long is the flight from Charleston to Chesapeake?

    For as low as $103, Breeze Airways can have you in Chesapeake from Charleston in 1h 18m. Charleston and Chesapeake are separated by a distance of 351 mi. Most flights are nonstop.

  • What are the cheapest flights from Charleston to Chesapeake?

    While on average a flight from Charleston to Chesapeake is generally $144, our data shows the cheapest flight currently is $49. When looking at the most popular route, (Charleston - Norfolk), you can expect to pay $113 for that flight.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Charleston to Chesapeake (average of $281). Flying from Charleston 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

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Alternative routes for Charleston to Chesapeake

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Top 5 airlines flying from Charleston to Chesapeake

Discover the top 5 airlines that operate flights from Charleston 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$138FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$188Average$291FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$349FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$306FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$438FlexibilityNo cancel feeOn-time69%

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