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Chesapeake

$68+ Cheap flights from Kentucky 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — RIC
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Kentucky to Chesapeake

Keep the following information in mind while searching for Kentucky to Chesapeake flight deals. Data was last updated September 16, 2025.

Round-trip from

$144
(Frontier)

One-way from

$68
(United Airlines)

Popular in

January

Cheapest in

November

Average price

$317
From Kentucky to Chesapeake
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One-way flight from Kentucky to Chesapeake
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Highest demand for flights based on searches. 17% potential increase in price ($88 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Kentucky to Chesapeake

Cheapest flights from Kentucky to Chesapeake
Explore the most affordable flight options available from Kentucky to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 10/25:20 amCVG - ORF
1 stop10h 52mFrontier
Mon 10/612:19 pmORF - CVG
1 stop5h 19mFrontier
Deal found 9/16$144
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2610:32 amBNA - ORF
1 stop6h 18mFrontier
Sun 9/285:47 pmORF - BNA
1 stop18h 06mFrontier
Deal found 9/16$156
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:25 amBNA - ORF
1 stop5h 00mAmerican Airlines
Mon 12/86:00 amORF - BNA
1 stop6h 07mAmerican Airlines
Deal found 9/14$159
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:05 amBNA - ORF
1 stop6h 11mMultiple Airlines
Sun 11/21:06 pmORF - BNA
1 stop22h 19mMultiple Airlines
Deal found 9/15$160
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/185:20 amCVG - ORF
1 stop10h 52mFrontier
Thu 9/2512:19 pmORF - CVG
1 stop5h 19mFrontier
Deal found 9/14$163
This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 9/255:20 amCVG - ORF
1 stop10h 52mFrontier
Mon 9/2912:19 pmORF - CVG
1 stop5h 19mFrontier
Deal found 9/16$164
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:20 amCVG - ORF
1 stop10h 52mFrontier
Sun 10/55:47 pmORF - CVG
1 stop17h 09mFrontier
Deal found 9/16$166
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2210:32 amBNA - ORF
1 stop6h 19mMultiple Airlines
Mon 9/295:38 pmORF - BNA
1 stop6h 45mMultiple Airlines
Deal found 9/15$176
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:05 amBNA - ORF
1 stop10h 38mSpirit Airlines
Sun 9/285:38 pmORF - BNA
1 stop6h 45mSpirit Airlines
Deal found 9/14$178
This Frontier deal was found by Cheapflights users on 9/16. 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.
Sun 9/215:20 amCVG - ORF
1 stop11h 37mFrontier
Mon 9/2212:19 pmORF - CVG
1 stop5h 19mFrontier
Deal found 9/16$182
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 10/245:05 amBNA - ORF
1 stop10h 34mMultiple Airlines
Sun 10/269:47 amORF - BNA
1 stop24h 57mMultiple Airlines
Deal found 9/14$185
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/245:05 amBNA - ORF
1 stop10h 34mSpirit Airlines
Mon 10/275:38 pmORF - BNA
1 stop6h 42mSpirit Airlines
Deal found 9/16$186

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky 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 16, 2025.
Use the filters below to find and compare flights from Kentucky to Chesapeake that are best for you.

Fly from

Kentucky

Fly to

Chesapeake

Route

Depart

Return

Price

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Fri 9/26

10:32 am-5:50 pm

1 stop6h 18m

Norfolk

Sun 9/28

5:47 pm-10:53 am

1 stop18h 06m

$156

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Thu 12/4

8:28 am-3:02 pm

1 stop5h 34m

Norfolk

Mon 12/8

2:35 pm-5:52 pm

1 stop4h 17m

$159

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Sat 10/25

6:30 am-2:01 pm

1 stop6h 31m

Norfolk

Sat 10/25

6:13 pm-10:13 pm

1 stop5h 00m

$159

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Thu 10/30

5:05 am-12:16 pm

1 stop6h 11m

Norfolk

Sun 11/2

1:06 pm-10:25 am

1 stop22h 19m

$160

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Thu 10/2

5:20 am-4:12 pm

1 stop10h 52m

Norfolk

Sun 10/5

5:47 pm-10:56 am

1 stop17h 09m

$166

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Fri 11/7

9:47 pm-12:07 am

1 stop25h 20m

Norfolk

Tue 11/11

8:01 am-9:12 pm

1 stop14h 11m

$190

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Sat 9/20

3:32 pm-4:57 pm

1 stop25h 25m

Norfolk

Mon 9/22

12:19 pm-5:38 pm

1 stop5h 19m

$195

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Fri 11/14

6:11 pm-12:15 am

1 stop5h 04m

Norfolk

Sun 11/16

5:40 am-9:15 am

1 stop4h 35m

$197

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Tue 3/10

9:25 am-2:00 pm

1 stop3h 35m

Norfolk

Wed 3/11

2:55 pm-7:08 pm

1 stop5h 13m

$197

LouisvilleNorfolk

SDF - ORF

SDFORF

Louisville Intl

Thu 10/23

7:15 am-4:39 pm

1 stop9h 24m

Norfolk

Thu 10/30

5:24 am-6:03 pm

1 stop12h 39m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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Best time to book a flight from Kentucky to Chesapeake

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

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

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

Find hourly flight availability from Kentucky 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 16, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Kentucky to Chesapeake?

    Frontier, American Airlines, and Spirit Airlines can get you from Kentucky to Chesapeake in just under 5h 34m. Your travel time can differ by up to 19h 46m. Airlines will cover a distance of 584 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from Frontier and Spirit Airlines, as they are both options that can get you from Kentucky to Chesapeake for a low price.

  • What are the most popular routes from Kentucky to Chesapeake?

    When deciding which route to take from Kentucky to Chesapeake consider Cincinnati Cinci./N. Kentucky - Norfolk, Nashville Intl - Norfolk or Knoxville McGhee Tyson - Norfolk as they are the most popular.

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

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

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

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

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

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

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

Discover the top 3 airlines that operate flights from Kentucky 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$158Average$466FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$376FlexibilityNo cancel feeOn-time71%

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