Kentucky

$56+ Cheap flights from Boston (BOS) to Kentucky

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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Jul 6 — Jul 131
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Cheap flight deals from Boston to Kentucky

Cheapest flights from Boston to Kentucky
Explore the most affordable flight options available from Boston to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 6, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 6/5. 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.
Sat 9/2612:35 pm
BOS
-
TYS
Nonstop2h 26m
Allegiant Air
Wed 9/308:30 am
TYS
-
BOS
Nonstop2h 12m
Allegiant Air
Deal found 6/5$135
This CheapOair deal was found by Cheapflights users on 6/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Sun 8/309:30 am
TYS
-
BOS
Nonstop2h 19m
Allegiant Air
Deal found 6/5$140
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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.
Sat 7/49:40 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Sat 7/256:45 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/4$141
This Cheapflightsfares deal was found by Cheapflights users on 6/1. 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.
Sat 6/69:53 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Sat 6/136:45 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 6/1$147
This Cheapflightsfares deal was found by Cheapflights users on 6/5. 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.
Sat 7/49:40 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Thu 7/97:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/5$151
This Kissandfly.com deal was found by Cheapflights users on 6/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/259:55 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Sun 7/267:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/6$153
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:55 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Sat 8/86:45 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/3$160
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:55 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Sun 8/97:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/3$161
This Super.com deal was found by Cheapflights users on 6/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:42 pm
BOS
-
BNA
1 stop5h 23m
JetBlue
Sat 6/205:30 pm
BNA
-
BOS
1 stop5h 34m
JetBlue
Deal found 6/4$211
This Super.com deal was found by Cheapflights users on 6/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:15 am
BOS
-
BNA
1 stop5h 47m
JetBlue
Thu 7/99:00 am
BNA
-
BOS
Nonstop2h 33m
JetBlue
Deal found 6/4$217
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:00 am
BOS
-
BNA
Nonstop2h 50m
JetBlue
Wed 6/2410:52 am
BNA
-
BOS
1 stop6h 42m
JetBlue
Deal found 6/5$218
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/215:15 am
BOS
-
BNA
1 stop5h 50m
JetBlue
Wed 6/2410:52 am
BNA
-
BOS
1 stop5h 30m
JetBlue
Deal found 6/5$220

Find flight deals from Boston to Kentucky

Keep the following information in mind while searching for Boston to Kentucky flight deals. Data was last updated June 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$135
(Cheapflightsfares)

One-way from

$56
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$444

Good round-trip deal

$443 or less

Good one-way deal

$288 or less
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
From Boston Logan Intl to Kentucky
One-way flight from Boston Logan Intl to Kentucky
Highest demand for flights based on searches. 13% potential increase in price ($65 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Boston Logan Intl to Kentucky.
Price to beat on a one-way flight from Boston Logan Intl to Kentucky.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Kentucky 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 June 6, 2026.
Use the filters below to find and compare flights from Boston to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 11/1

6:00 am-9:49 am

1 stop4h 49m

Nashville Intl

Wed 11/4

6:25 am-12:43 pm

1 stop5h 18m

$267

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 7/1

6:50 pm-8:40 pm

Nonstop2h 50m

Nashville Intl

Sat 7/4

9:55 am-1:25 pm

Nonstop2h 30m

$272

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 7/2

2:10 pm-3:50 pm

Nonstop2h 40m

Nashville Intl

Mon 7/6

8:35 pm-12:15 am

Nonstop2h 40m

$275

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 8/20

7:45 pm-9:49 pm

Nonstop3h 04m

Nashville Intl

Sun 8/23

7:15 am-10:50 am

Nonstop2h 35m

$282

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 8/16

5:30 am-12:30 pm

1 stop8h 00m

Nashville Intl

Wed 8/19

6:40 pm-10:10 pm

Nonstop2h 30m

$282

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Tue 7/21

5:00 pm-9:20 pm

1 stop4h 20m

Knoxville McGhee Tyson

Tue 8/4

5:30 pm-10:10 pm

1 stop4h 40m

$293

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Wed 7/22

5:00 pm-9:20 pm

1 stop4h 20m

Knoxville McGhee Tyson

Tue 7/28

8:10 am-12:10 pm

1 stop4h 00m

$293
Quickest round-trip

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 7/24

8:00 pm-9:45 pm

Nonstop2h 45m

Nashville Intl

Sun 7/26

9:25 pm-12:55 am

Nonstop2h 30m

$297

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 9/7

5:25 am-7:00 am

Nonstop2h 35m

Nashville Intl

Thu 9/10

5:40 am-11:40 am

1 stop5h 00m

$297

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Wed 7/15

5:00 pm-9:20 pm

1 stop4h 20m

Knoxville McGhee Tyson

Wed 7/29

8:10 am-6:00 pm

2 stops9h 50m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/1

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Boston to Kentucky

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

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

Currently, September is the cheapest month in which you can book a flight from Boston to Kentucky (average of $98). Flying from Boston to Kentucky in March is currently the most expensive (average of $275). 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 BOS to KY?

Find hourly flight availability from Boston to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 6, 2026.

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

How much does it cost to fly round-trip from Boston to Kentucky?

How far ahead should I book a flight from Boston to Kentucky?

The best time to book flights from Boston to Kentucky is 34 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated June 6, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Boston to Kentucky to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Boston to Kentucky. 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 Boston to Kentucky?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Kentucky from Boston.

  • How popular is this Boston to Kentucky flight route?

  • How long is the flight from Boston to Kentucky?

    A quick flight from Boston to Kentucky can take about 2h 50m. United Airlines provides one of the quickest options available for as low as $272. There are 941 mi between Boston and Kentucky. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $124 on American Airlines. Other airlines that offer cheap prices include Delta from $130 and Southwest from $144 one-way.

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

  • What are the most reliable airlines from Boston to Kentucky?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Boston to Kentucky on time: Air France (100%), Republic Airways (79%), Envoy Air (72%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $267. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $195 on average, our data indicates $405 when flying from Boston to Kentucky.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Boston to Kentucky (average of $98). Flying from Boston to Kentucky in March is currently the most expensive (average of $275). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Boston to Kentucky

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

Top 4 airlines flying from Boston to Kentucky

Discover the top 4 airlines that operate flights from Boston to Kentucky. 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 June 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$508FlexibilityNo cancel feeOn-time69%
DeltaCheapest$248Average$400FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$401FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$335Average$482FlexibilityNo cancel feeOn-time63%

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