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Chesapeake

$60+ Cheap flights from Charleston (CHS) 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — RIC
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap 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 May 20, 2026.

This Mytrip deal was found by Cheapflights users on 5/17. 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.
Tue 9/18:00 am
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Sun 9/69:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/17$88
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Thu 6/253:53 pm
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Sun 6/289:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/20$121
This Mytrip deal was found by Cheapflights users on 5/19. 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.
Thu 5/283:53 pm
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Sun 5/319:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/19$140
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Thu 9/173:50 pm
CHS
-
ORF
Nonstop1h 19m
Breeze Airways
Sun 9/209:50 pm
ORF
-
CHS
Nonstop1h 26m
Breeze Airways
Deal found 5/20$143
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:00 am
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Tue 6/231:59 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/15$151
This Mytrip deal was found by Cheapflights users on 5/18. 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.
Tue 6/238:00 am
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Thu 6/259:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/18$156
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/28:00 am
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Tue 6/301:59 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/20$162
This Mytrip deal was found by Cheapflights users on 5/20. 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 5/293:23 pm
CHS
-
ORF
1 stop7h 15m
Breeze Airways
Sun 5/319:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/20$169
This Mytrip deal was found by Cheapflights users on 5/20. 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.
Thu 6/43:53 pm
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Sun 6/79:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/20$171
This Mytrip deal was found by Cheapflights users on 5/19. 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.
Tue 6/98:00 am
CHS
-
ORF
Nonstop1h 20m
Breeze Airways
Sun 6/149:52 pm
ORF
-
CHS
Nonstop1h 23m
Breeze Airways
Deal found 5/19$172

Find flight deals from Charleston to Chesapeake

Keep the following information in mind while searching for Charleston to Chesapeake flight deals. Data was last updated May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$121
(Mytrip)

One-way from

$60
(Mytrip)

Popular in

February

Cheapest in

July

Average price

$189
Provider with most accurate pricing for Charleston-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-Norfolk flights.
Search Deals
From Charleston to Chesapeake
Search Deals
One-way flight from Charleston to Chesapeake
Search Deals
Highest demand for flights based on searches. 38% potential increase in price ($198 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 15% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 20, 2026.
Use the filters below to find and compare flights from Charleston to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 5/29

3:23 pm-10:38 pm

1 stop7h 15m

Norfolk

Sun 5/31

9:52 pm-11:15 pm

Nonstop1h 23m

$191

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Sun 7/12

5:10 am-9:09 am

1 stop3h 59m

Norfolk

Thu 7/16

6:17 pm-11:19 pm

1 stop5h 02m

$237

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 6/4

10:43 am-5:21 pm

1 stop6h 38m

Norfolk

Tue 6/16

5:20 am-10:18 am

1 stop4h 58m

$237

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Sun 7/12

1:55 pm-11:55 pm

2 stops10h 00m

Norfolk

Thu 7/16

6:10 pm-9:55 pm

1 stop3h 45m

$327

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Tue 6/16

3:00 pm-6:20 pm

1 stop3h 20m

Norfolk

Fri 6/19

4:30 pm-9:55 pm

1 stop5h 25m

$327

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Tue 6/16

6:10 am-2:25 pm

2 stops8h 15m

Norfolk

Tue 6/23

12:25 pm-8:25 pm

2 stops8h 00m

$337

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 7/2

6:41 am-11:09 am

1 stop4h 28m

Norfolk

Sun 7/5

8:20 pm-11:59 pm

1 stop3h 39m

$347
Quickest round-trip

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 6/19

7:35 pm-11:35 pm

1 stop4h 00m

Norfolk

Sun 6/21

6:15 pm-9:45 pm

1 stop3h 30m

$347

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Wed 6/10

3:34 pm-11:44 pm

2 stops8h 10m

Norfolk

Thu 6/11

6:05 am-10:16 am

1 stop4h 11m

$348

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 6/4

1:55 pm-11:35 pm

2 stops9h 40m

Norfolk

Sun 6/7

5:50 am-10:10 am

1 stop4h 20m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 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 May 20, 2026.

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.

How much does it cost to fly round-trip from Charleston to Chesapeake?

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 May 20, 2026.
Read through reviews of airlines operating flights from Charleston to Chesapeake, such as Breeze Airways,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
284 reviews

Comfort

8.2

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.7

Overall

8.1

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
284 reviews
Breeze Airways
8.1
Very good
284 reviews

Comfort

8.2

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.7

Overall

8.1

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,454 reviews
Breeze Airways
8.1
Very good
284 reviews

Comfort

8.2

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.7

Overall

8.1

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,641 reviews
Breeze Airways
8.1
Very good
284 reviews

Comfort

8.2

Food

6.7

Crew

8.7

Boarding

8.3

Entertainment

6.7

Overall

8.1

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 3 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 $237, Breeze Airways can have you in Chesapeake from Charleston in 3h 59m. Charleston and Chesapeake are separated by a distance of 351 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $61. Users have also found prices from $98 and $118 on Delta and American Airlines, respectively.

  • 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.

See more FAQs

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Alternative routes for Charleston to Chesapeake

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Top 3 airlines flying from Charleston to Chesapeake

Discover the top 3 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$49Average$160FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$329FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$397FlexibilityNo cancel feeOn-time71%

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