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Chesapeake

$61+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — RIC
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Flightnetwork deal was found by Cheapflights users on 1/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:31 pm
CHS
-
ORF
Nonstop1h 19m
Breeze Airways
Sun 3/89:30 pm
ORF
-
CHS
Nonstop1h 25m
Breeze Airways
Deal found 1/28$108
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:31 pm
CHS
-
ORF
Nonstop1h 19m
Breeze Airways
Sun 3/229:30 pm
ORF
-
CHS
Nonstop1h 25m
Breeze Airways
Deal found 1/27$128
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:07 am
CHS
-
ORF
1 stop11h 39m
Multiple Airlines
Sun 3/229:30 pm
ORF
-
CHS
Nonstop1h 25m
Multiple Airlines
Deal found 1/27$140
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:35 pm
CHS
-
ORF
1 stop23h 51m
Multiple Airlines
Sun 3/89:30 pm
ORF
-
CHS
Nonstop1h 25m
Multiple Airlines
Deal found 1/28$147
This Mytrip deal was found by Cheapflights users on 1/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:16 pm
CHS
-
ORF
1 stop4h 20m
Breeze Airways
Sun 2/159:30 pm
ORF
-
CHS
Nonstop1h 25m
Breeze Airways
Deal found 1/28$157
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:35 pm
CHS
-
ORF
1 stop25h 14m
Multiple Airlines
Sun 2/159:30 pm
ORF
-
CHS
Nonstop1h 25m
Multiple Airlines
Deal found 1/28$165
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/198:07 am
CHS
-
ORF
1 stop11h 39m
Multiple Airlines
Sun 3/229:30 pm
ORF
-
CHS
Nonstop1h 25m
Multiple Airlines
Deal found 1/27$169
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:07 am
CHS
-
ORF
1 stop11h 39m
Spirit Airlines
Sat 3/216:45 am
ORF
-
CHS
2 stops15h 48m
Spirit Airlines
Deal found 1/27$171
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:31 pm
CHS
-
ORF
Nonstop1h 19m
Multiple Airlines
Sat 3/216:45 am
ORF
-
CHS
2 stops15h 48m
Multiple Airlines
Deal found 1/27$174

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$108
(Flightnetwork)

One-way from

$61
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$222
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. 14% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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 3/5

3:31 pm-4:50 pm

Nonstop1h 19m

Norfolk

Sun 3/8

9:30 pm-10:55 pm

Nonstop1h 25m

$108

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 4/2

3:31 pm-4:50 pm

Nonstop1h 19m

Norfolk

Sun 4/5

9:30 pm-10:55 pm

Nonstop1h 25m

$128

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 3/19

3:31 pm-4:50 pm

Nonstop1h 19m

Norfolk

Sun 3/22

9:30 pm-10:55 pm

Nonstop1h 25m

$128

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Wed 3/18

8:07 am-7:46 pm

1 stop11h 39m

Norfolk

Sun 3/22

9:30 pm-10:55 pm

Nonstop1h 25m

$140

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Sat 2/14

5:16 pm-9:36 pm

1 stop4h 20m

Norfolk

Sun 2/15

9:30 pm-10:55 pm

Nonstop1h 25m

$157

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 2/13

6:35 pm-7:49 pm

1 stop25h 14m

Norfolk

Sun 2/15

9:30 pm-10:55 pm

Nonstop1h 25m

$165

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 3/5

6:35 pm-6:26 pm

1 stop23h 51m

Norfolk

Sun 3/8

1:17 pm-8:19 pm

1 stop7h 02m

$170

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Fri 2/13

6:35 pm-7:49 pm

1 stop25h 14m

Norfolk

Tue 2/17

7:31 pm-3:55 pm

2 stops20h 24m

$189

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Sat 2/14

5:16 pm-9:36 pm

1 stop4h 20m

Norfolk

Sun 2/15

7:31 pm-5:40 pm

1 stop22h 09m

$203

CharlestonNorfolk

CHS - ORF

CHSORF

Charleston

Thu 4/2

3:31 pm-4:50 pm

Nonstop1h 19m

$61

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 19 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, May is the cheapest month in which you can book a flight from Charleston to Chesapeake (average of $42). Flying from Charleston to Chesapeake in December is currently the most expensive (average of $243). 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.

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 January 29, 2026.
Read through reviews of airlines operating flights from Charleston to Chesapeake, such as Breeze Airways, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,127 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,206 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Crew

8.7

Boarding

8.3

Overall

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 $108, Breeze Airways can have you in Chesapeake from Charleston in 1h 19m. Charleston and Chesapeake are separated by a distance of 351 mi. Most flights are nonstop.

  • 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 $54. Users have also found prices from $90 and $98 on Southwest and Delta, respectively.

  • What are the cheapest flights from Charleston to Chesapeake?

    While on average a flight from Charleston to Chesapeake is generally $371, our data shows the cheapest flight currently is $283. When looking at the most popular route, (Charleston - Norfolk), you can expect to pay $108 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, May is the cheapest month in which you can book a flight from Charleston to Chesapeake (average of $42). Flying from Charleston to Chesapeake in December is currently the most expensive (average of $243). 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 Charleston to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$41Average$137FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$118Average$303FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$375FlexibilityNo cancel feeOn-time71%

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