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Chesapeake

$95+ Cheap flights from Cleveland (CLE) 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Chesapeake are usually found in September or April, booked 29 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Cheap flight deals from Cleveland to Chesapeake

Keep the following information in mind while searching for Cleveland to Chesapeake flight deals. Data was last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$220
(Frontier)

One-way from

$95
(Frontier)

Popular in

January

Cheapest in

September

Average price

$280
Provider with most accurate pricing for Cleveland Hopkins Intl-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Norfolk flights.
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From Cleveland Hopkins Intl to Chesapeake
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One-way flight from Cleveland Hopkins Intl to Chesapeake
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Highest demand for flights based on searches. 16% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Cleveland to Chesapeake

Cheapest flights from Cleveland to Chesapeake
Explore the most affordable flight options available from Cleveland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/110:57 amCLE - ORF
1 stop4h 49mFrontier
Sun 5/411:21 amORF - CLE
1 stop5h 43mFrontier
Deal found 4/22$207
This Southwest deal was found by Cheapflights users on 4/21. 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.
Wed 5/216:15 amCLE - ORF
1 stop4h 10mSouthwest
Wed 5/283:05 pmORF - CLE
1 stop3h 45mSouthwest
Deal found 4/21$229
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Sun 5/256:01 amCLE - ORF
1 stop5h 57mAmerican Airlines
Tue 5/276:21 pmORF - CLE
1 stop6h 17mAmerican Airlines
Deal found 4/22$240
This Delta deal was found by Cheapflights users on 4/22. 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.
Mon 6/305:05 pmCLE - ORF
1 stop7h 19mDelta
Thu 7/36:00 amORF - CLE
1 stop3h 20mDelta
Deal found 4/22$242
This Mytrip deal was found by Cheapflights users on 4/23. 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 6/77:10 pmCLE - ORF
1 stop15h 35mMultiple Airlines
Sat 6/141:07 pmORF - CLE
2 stops22h 48mMultiple Airlines
Deal found 4/23$259
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Mon 5/127:10 pmCLE - ORF
2 stops15h 19mSpirit Airlines
Tue 5/2012:13 pmORF - CLE
2 stops28h 23mSpirit Airlines
Deal found 4/21$262
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/258:50 amCLE - ORF
1 stop6h 24mUnited Airlines
Mon 7/286:10 amORF - CLE
1 stop3h 43mUnited Airlines
Deal found 4/23$276
This JetBlue deal was found by Cheapflights users on 4/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/111:15 amCLE - ORF
1 stop5h 50mJetBlue
Mon 5/56:00 pmORF - CLE
1 stop4h 17mJetBlue
Deal found 4/22$417

Cheapflights Fare Finder

Customize your flight search to find flights from Cleveland 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 April 24, 2025.
Use the filters below to find and compare flights from Cleveland to Chesapeake that are best for you.

Fly from

Cleveland

Fly to

Chesapeake

Route

Depart

Return

Price

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Fri 5/23

5:30 am-4:27 pm

1 stop10h 57m

Norfolk

Mon 5/26

5:12 pm-12:15 am

1 stop7h 03m

$220

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Wed 5/21

3:30 pm-10:07 pm

1 stop6h 37m

Norfolk

Wed 5/28

1:30 pm-7:28 pm

1 stop5h 58m

$229

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Sat 6/28

4:20 pm-9:00 pm

1 stop4h 40m

Norfolk

Thu 7/3

5:57 am-8:59 am

1 stop3h 02m

$240

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Sat 7/26

5:30 pm-10:55 pm

1 stop5h 25m

Norfolk

Wed 7/30

5:25 am-10:00 am

1 stop4h 35m

$251

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Sat 6/7

7:10 pm-10:45 am

1 stop15h 35m

Norfolk

Sat 6/14

1:07 pm-11:55 am

2 stops22h 48m

$259

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Fri 7/25

8:50 am-3:14 pm

1 stop6h 24m

Norfolk

Mon 7/28

6:10 am-9:53 am

1 stop3h 43m

$276

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Thu 5/22

5:41 pm-10:29 am

2 stops16h 48m

Norfolk

Tue 5/27

12:13 pm-4:36 pm

2 stops28h 23m

$322

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Sat 5/31

5:30 am-4:27 pm

1 stop10h 57m

$95

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Wed 5/14

12:59 pm-4:41 pm

1 stop3h 42m

$115

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Tue 5/20

6:45 am-5:05 pm

2 stops10h 20m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 14 results
1
2

Best time to book a flight from Cleveland to Chesapeake

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

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

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Chesapeake. Price data was last updated on April 18, 2025.

The price you pay for your flight from Cleveland to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 29 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Cleveland to Chesapeake (average of $281). Flying from Cleveland to Chesapeake in June is currently the most expensive (average of $372). 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 CLE to C6E?

Find hourly flight availability from Cleveland 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 April 24, 2025.

When flying from Cleveland to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Cleveland to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Chesapeake. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Cleveland to Chesapeake flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 April 24, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Cleveland to Chesapeake to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,685 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Spirit Airlines
6.3
Okay
7,940 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Cleveland 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 Cleveland to Chesapeake?

    Cleveland Hopkins Intl (CLE), located 10.1 mi from the city center, is the airport you fly out of when you book flights from Cleveland to Chesapeake. 6 airlines have flights from Hopkins Intl to Chesapeake on a regular basis. Booking flights from Cleveland Hopkins Intl to Chesapeake should not be difficult; the airport handles an average of 0 outbound flights to Chesapeake per day.

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

    One-way options have recently been found by users for as low as $95 on Frontier. Other airlines that offer cheap prices include United Airlines from $115 and Southwest from $131 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Cleveland to Chesapeake (average of $281). Flying from Cleveland to Chesapeake in June is currently the most expensive (average of $372). 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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Top 6 airlines flying from Cleveland to Chesapeake

Discover the top 6 airlines that operate flights from Cleveland 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$217FlexibilityNo cancel feeOn-time65%
FrontierCheapest$119Average$280FlexibilityNo cancel feeOn-time62%
DeltaCheapest$202Average$271FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$330FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$221Average$381FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$402FlexibilityNo cancel feeOn-time71%

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