$159 Find Cheap Flights from Charlottesville to Kentucky - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Kentucky departing on 7/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Charlottesville to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$280
Lexington
Lexington1 stop$319
Nashville
Nashville1 stop$289
Louisville
Louisville1 stop$280
Lexington
Lexington1 stop$319
Nashville
Nashville1 stop$289

Book Cheap Charlottesville to Kentucky Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charlottesville to Kentucky

Sat, Aug 8 - Sun, Aug 9
American Airlines Logo
5:16 pm - 11:11 pm
CHO
-
SDF
5h 55m
1 stop
American Airlines Logo
5:00 am - 8:35 am
SDF
-
CHO
3h 35m
1 stop
$280American Airlines
Sat, Aug 15 - Wed, Aug 19
American Airlines Logo
7:21 pm - 10:58 pm
CHO
-
CVG
3h 37m
1 stop
American Airlines Logo
6:00 am - 9:50 am
CVG
-
CHO
3h 50m
1 stop
$289American Airlines
Thu, Jul 23 - Mon, Jul 27
Delta Logo
5:38 pm - 8:43 pm
CHO
-
BNA
4h 05m
1 stop
Delta Logo
4:31 pm - 11:14 pm
BNA
-
CHO
5h 43m
1 stop
$289Delta
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
8:00 pm - 12:34 am
CHO
-
SDF
4h 34m
1 stop
American Airlines Logo
5:04 am - 8:34 am
SDF
-
CHO
3h 30m
1 stop
$289American Airlines
Thu, Jul 23 - Mon, Jul 27
Delta Logo
6:00 am - 8:41 am
CHO
-
BNA
3h 41m
1 stop
Delta Logo
4:31 pm - 11:14 pm
BNA
-
CHO
5h 43m
1 stop
$290Delta
Wed, Jul 29 - Tue, Aug 4
United Airlines Logo
10:45 am - 1:49 pm
CHO
-
BNA
4h 04m
1 stop
United Airlines Logo
6:00 am - 1:53 pm
BNA
-
CHO
6h 53m
2 stops
$294United Airlines
Wed, Jul 29 - Tue, Aug 4
United Airlines Logo
6:25 am - 12:18 pm
CHO
-
BNA
6h 53m
2 stops
United Airlines Logo
6:00 am - 1:53 pm
BNA
-
CHO
6h 53m
2 stops
$306United Airlines
Wed, Aug 12 - Sat, Aug 15
United Airlines Logo
6:25 am - 3:57 pm
CHO
-
BNA
10h 32m
2 stops
United Airlines Logo
8:30 am - 1:53 pm
BNA
-
CHO
4h 23m
1 stop
$319United Airlines
Wed, Aug 12 - Sat, Aug 15
United Airlines Logo
6:25 am - 2:17 pm
CHO
-
BNA
8h 52m
2 stops
United Airlines Logo
6:00 am - 1:53 pm
BNA
-
CHO
6h 53m
2 stops
$325United Airlines
Tue, Jul 14 - Fri, Jul 17
Delta Logo
12:10 pm - 5:49 pm
CHO
-
SDF
5h 39m
1 stop
Delta Logo
7:05 am - 11:27 am
SDF
-
CHO
4h 22m
1 stop
$559Delta
Booking Insights

KAYAK's insights & trends for Charlottesville to Kentucky flights

Get data-powered insights and trends into flights from Charlottesville to Kentucky to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Charlottesville to Kentucky?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charlottesville to Kentucky, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charlottesville to Kentucky is May, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $812 and $502 respectively.

Good to know

Low seasonAugust
Cheapest flight$159
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Charlottesville to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Charlottesville to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlottesville to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlottesville to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Charlottesville to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Charlottesville to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Charlottesville to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charlottesville to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9927 reviews
7.7Boarding
6.7Food
7.1Entertainment
8.1Crew
7.3Comfort
Airline reviews

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

2.0 MediocreAnonymous, Jun 2026
ORF - EWR
Read more United Airlines reviews

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

We were a little disappointed to not be able to complete check in online without uploading pics of passports. Also we have KTN's and they weren't on our boarding passes when we got to security. Had to trek back to counter to have them fix.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Everything you need to know for your flight from Charlottesville to Kentucky

Information on your arrival and departure airports