Chesapeake

$139+ Cheap flights from Cleveland (CLE) 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — RIC
Feb 28 — Mar 71
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The best prices from Cleveland Hopkins Intl to Chesapeake are usually found in September or May, booked 83 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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$139
(Frontier)

Popular in

January

Cheapest in

September

Average price

$376
Provider with most accurate pricing for Cleveland Hopkins Intl-Norfolk flight deals.
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Norfolk flights.
From Cleveland Hopkins Intl to Chesapeake
Highest demand for flights based on searches. 15% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 23, 2025.

This Frontier deal was found by Cheapflights users on 2/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/49:41 pmCLE - ORF
1 stop10h 38mFrontier
Mon 4/75:58 pmORF - CLE
1 stop6h 57mFrontier
Deal found 2/21$139
This FlightHub deal was found by Cheapflights users on 2/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/198:39 pmCLE - ORF
1 stop21h 49mSpirit Airlines
Fri 3/217:41 pmORF - CLE
1 stop14h 54mSpirit Airlines
Deal found 2/22$182
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/38:39 pmCLE - ORF
2 stops22h 07mMultiple Airlines
Fri 4/49:14 pmORF - CLE
2 stops17h 16mMultiple Airlines
Deal found 2/22$233
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/239:00 amCLE - ORF
1 stop5h 26mUnited Airlines
Mon 5/58:00 pmORF - CLE
1 stop3h 52mUnited Airlines
Deal found 2/21$242
This American Airlines deal was found by Cheapflights users on 2/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/106:10 amCLE - ORF
1 stop4h 37mAmerican Airlines
Mon 3/106:16 pmORF - CLE
1 stop3h 35mAmerican Airlines
Deal found 2/21$247
This Southwest deal was found by Cheapflights users on 2/21. 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.
Tue 3/117:25 amCLE - ORF
2 stops7h 10mSouthwest
Sat 3/156:10 amORF - CLE
1 stop5h 55mSouthwest
Deal found 2/21$267
This Delta deal was found by Cheapflights users on 2/22. 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.
Thu 8/147:00 amCLE - ORF
1 stop5h 53mDelta
Mon 8/187:00 amORF - CLE
1 stop4h 24mDelta
Deal found 2/22$307

Find flights from Cleveland to Chesapeake within your budget

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 February 23, 2025.

Fly from

Cleveland

Fly to

Chesapeake

Route

Depart

Return

Price

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Fri 4/4

9:41 pm-8:19 am

1 stop10h 38m

Norfolk

Mon 4/7

5:58 pm-12:55 am

1 stop6h 57m

$139

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Wed 3/19

8:39 pm-6:28 pm

1 stop21h 49m

Norfolk

Fri 3/21

7:41 pm-10:35 am

1 stop14h 54m

$182

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Thu 4/3

8:39 pm-6:46 pm

2 stops22h 07m

Norfolk

Fri 4/4

9:14 pm-2:30 pm

2 stops17h 16m

$233

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Wed 4/23

9:00 am-2:26 pm

1 stop5h 26m

Norfolk

Mon 5/5

8:00 pm-11:52 pm

1 stop3h 52m

$242

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Mon 3/10

6:10 am-10:47 am

1 stop4h 37m

Norfolk

Mon 3/10

6:16 pm-9:51 pm

1 stop3h 35m

$247

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Tue 3/11

7:25 am-2:35 pm

2 stops7h 10m

Norfolk

Sat 3/15

6:10 am-12:05 pm

1 stop5h 55m

$267

ClevelandNorfolk

CLE - ORF

CLEORF

Cleveland Hopkins Intl

Sun 3/9

6:00 am-10:17 am

1 stop4h 17m

Norfolk

Mon 3/10

5:30 am-10:24 am

1 stop4h 54m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.

Travel insights for flights from Cleveland to Chesapeake

Get recent, data-driven insights about flights from Cleveland to Chesapeake including ideal travel times, pricing trends, and more.

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 February 14, 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 82 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 February 23, 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 February 23, 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.

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

8.0
Very good

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Crew

8.7

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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. 5 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.

  • 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.

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Alternative routes for Cleveland to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Cleveland to Chesapeake

Discover the top 5 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$99Average$205FlexibilityNo cancel feeOn-time65%
DeltaCheapest$202Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$226Average$401FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$237Average$426FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$246Average$368FlexibilityNo cancel feeOn-time63%
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