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Chesapeake

$50+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — RIC
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$80
(Mytrip)

One-way from

$50
(Booking.com)

Popular in

January

Cheapest in

September

Average price

$346
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 ($90 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 July 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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/1. 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 7/217:30 pmCVG - ORF
Nonstop1h 32mAllegiant Air
Fri 7/259:52 pmORF - CVG
Nonstop1h 39mAllegiant Air
Deal found 7/1$80
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/81:40 pmCVG - ORF
1 stop8h 55mMultiple Airlines
Mon 8/119:52 pmORF - CVG
Nonstop1h 39mMultiple Airlines
Deal found 7/1$159
This Southwest deal was found by Cheapflights users on 7/2. 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.
Mon 8/45:45 amCVG - ORF
1 stop3h 35mSouthwest
Mon 8/117:30 pmORF - CVG
1 stop3h 45mSouthwest
Deal found 7/2$177
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 8/124:10 pmCVG - ORF
1 stop5h 30mUnited Airlines
Sat 8/166:10 amORF - CVG
1 stop4h 20mUnited Airlines
Deal found 6/30$189
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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.
Wed 10/156:00 amBNA - ORF
1 stop11h 49mSpirit Airlines
Mon 10/209:35 amORF - BNA
1 stop8h 45mSpirit Airlines
Deal found 7/1$189
This Priceline deal was found by Cheapflights users on 7/2. 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.
Thu 7/3112:43 pmBNA - ORF
1 stop8h 52mMultiple Airlines
Sun 8/32:03 pmORF - BNA
1 stop6h 51mMultiple Airlines
Deal found 7/2$198
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/79:22 pmSDF - ORF
1 stop12h 08mMultiple Airlines
Sun 8/105:50 amORF - SDF
1 stop12h 08mMultiple Airlines
Deal found 7/1$206
This Southwest deal was found by Cheapflights users on 7/2. 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.
Thu 8/285:20 amBNA - ORF
1 stop5h 30mSouthwest
Thu 9/412:10 pmORF - BNA
Nonstop1h 55mSouthwest
Deal found 7/2$207
This Delta deal was found by Cheapflights users on 7/1. 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.
Tue 7/2910:16 amCVG - ORF
1 stop4h 14mDelta
Tue 8/56:14 pmORF - CVG
1 stop6h 16mDelta
Deal found 7/1$214
This Mytrip deal was found by Cheapflights users on 7/3. 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 8/28:46 pmTYS - ORF
1 stop11h 29mMultiple Airlines
Sat 8/912:11 pmORF - TYS
1 stop7h 45mMultiple Airlines
Deal found 7/3$218
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 8/57:35 pmTYS - ORF
1 stop4h 13mUnited Airlines
Wed 8/136:10 amORF - TYS
1 stop4h 17mUnited Airlines
Deal found 7/1$225
This Delta deal was found by Cheapflights users on 7/3. 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.
Sat 9/136:08 pmTYS - ORF
1 stop6h 17mDelta
Sun 9/215:30 amORF - TYS
1 stop5h 26mDelta
Deal found 7/3$227

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 July 3, 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

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Mon 7/21

7:30 pm-9:02 pm

Nonstop1h 32m

Norfolk

Fri 7/25

9:52 pm-11:31 pm

Nonstop1h 39m

$80

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Fri 8/8

1:40 pm-10:35 pm

1 stop8h 55m

Norfolk

Mon 8/11

9:52 pm-11:31 pm

Nonstop1h 39m

$159

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Mon 8/4

5:45 am-11:30 am

1 stop5h 45m

Norfolk

Mon 8/11

7:30 pm-11:15 pm

1 stop3h 45m

$177

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Tue 8/12

4:10 pm-9:40 pm

1 stop5h 30m

Norfolk

Sat 8/16

6:10 am-10:30 am

1 stop4h 20m

$189

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Fri 8/8

9:48 am-5:21 pm

1 stop6h 33m

Norfolk

Tue 8/19

5:20 pm-11:20 pm

1 stop7h 00m

$194

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Thu 7/31

12:43 pm-10:35 pm

1 stop8h 52m

Norfolk

Sun 8/3

2:03 pm-7:54 pm

1 stop6h 51m

$198

LouisvilleNorfolk

SDF - ORF

SDFORF

Louisville Intl

Thu 8/7

9:22 pm-9:30 am

1 stop12h 08m

Norfolk

Sun 8/10

5:50 am-5:58 pm

1 stop12h 08m

$206

NashvilleNorfolk

BNA - ORF

BNAORF

Nashville Intl

Thu 8/28

5:15 am-12:52 pm

1 stop6h 37m

Norfolk

Mon 9/1

6:51 am-11:53 am

1 stop6h 02m

$207

CincinnatiNorfolk

CVG - ORF

CVGORF

Cincinnati Cinci./N. Kentucky

Tue 7/29

10:16 am-2:30 pm

1 stop4h 14m

Norfolk

Tue 8/5

6:14 pm-12:30 am

1 stop6h 16m

$214

KnoxvilleNorfolk

TYS - ORF

TYSORF

Knoxville McGhee Tyson

Sat 8/2

8:46 pm-8:15 am

1 stop11h 29m

Norfolk

Sat 8/9

12:11 pm-7:56 pm

1 stop7h 45m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 49 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 July 3, 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.

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 July 3, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest, and Delta from Kentucky to Chesapeake. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,266 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,861 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
183 reviews

Entertainment

6.6

Crew

8.8

Food

6.8

Comfort

8.2

Boarding

8.3

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $50. However, be on the lookout for offers from Frontier and United 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 Nashville Intl - Norfolk, Cincinnati Cinci./N. Kentucky - 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 4 airlines flying from Kentucky to Chesapeake

Discover the top 4 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$122Average$315FlexibilityNo cancel feeOn-time65%
DeltaCheapest$226Average$332FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$364FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$302Average$521FlexibilityNo cancel feeOn-time63%

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