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Kentucky

$61+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This Booking.com deal was found by Cheapflights users on 1/26. 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 4/99:06 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Sun 4/126:00 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Deal found 1/26$82
This Booking.com deal was found by Cheapflights users on 1/27. 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 2/269:28 am
BOS
-
TYS
Nonstop2h 41m
Allegiant Air
Thu 3/56:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Deal found 1/27$132
This Gotogate deal was found by Cheapflights users on 1/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:28 am
BOS
-
TYS
Nonstop2h 41m
Allegiant Air
Sun 3/16:30 am
TYS
-
BOS
Nonstop2h 08m
Allegiant Air
Deal found 1/29$133
This Mytrip deal was found by Cheapflights users on 1/28. 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 3/199:00 am
BOS
-
TYS
Nonstop2h 32m
Allegiant Air
Thu 3/267:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Deal found 1/28$134
This Southwest deal was found by Cheapflights users on 1/28. 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.
Sat 2/285:00 am
BOS
-
BNA
Nonstop3h 05m
Southwest
Tue 3/310:10 am
BNA
-
BOS
Nonstop2h 30m
Southwest
Deal found 1/28$139
This Expedia deal was found by Cheapflights users on 1/29. 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.
Tue 2/245:27 am
BOS
-
SDF
1 stop9h 11m
Spirit Airlines
Tue 3/33:33 pm
SDF
-
BOS
1 stop8h 11m
Spirit Airlines
Deal found 1/29$139
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Tue 2/246:10 pm
BOS
-
BNA
1 stop14h 15m
Spirit Airlines
Tue 3/38:30 am
BNA
-
BOS
1 stop14h 14m
Spirit Airlines
Deal found 1/27$143
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Mon 3/26:10 pm
BOS
-
BNA
1 stop14h 15m
Spirit Airlines
Wed 3/48:30 am
BNA
-
BOS
1 stop14h 14m
Spirit Airlines
Deal found 1/28$144
This Booking.com deal was found by Cheapflights users on 1/27. 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 2/129:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Deal found 1/27$145
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 3/315:40 am
BOS
-
BNA
1 stop8h 49m
Spirit Airlines
Tue 4/72:27 pm
BNA
-
BOS
1 stop8h 32m
Spirit Airlines
Deal found 1/27$148
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 4/15:49 pm
BOS
-
BNA
1 stop20h 40m
Spirit Airlines
Mon 4/62:27 pm
BNA
-
BOS
1 stop24h 01m
Spirit Airlines
Deal found 1/27$149
This Super.com deal was found by Cheapflights users on 1/27. 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 2/228:55 am
BOS
-
BNA
Nonstop3h 03m
JetBlue
Thu 2/266:00 am
BNA
-
BOS
Nonstop2h 31m
JetBlue
Deal found 1/27$150

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$82
(Booking.com)

One-way from

$61
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$399

Good round-trip deal

$327 or less

Good one-way deal

$268 or less
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
Search Deals
From Boston Logan Intl to Kentucky
Search Deals
One-way flight from Boston Logan Intl to Kentucky
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Kentucky.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Kentucky.
Search Deals

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 January 29, 2026.
Use the filters below to find and compare flights from Boston to Kentucky that are best for you.

Fly from

Boston

Fly to

Kentucky

Route

Depart

Return

Price

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 3/9

7:25 pm-9:20 pm

Nonstop2h 55m

Nashville Intl

Thu 3/12

9:20 pm-12:45 am

Nonstop2h 25m

$157

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 4/1

7:40 am-9:32 am

Nonstop2h 52m

Nashville Intl

Tue 4/7

6:40 am-2:35 pm

1 stop6h 55m

$172

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 2/22

8:55 am-10:58 am

Nonstop3h 03m

Nashville Intl

Sat 2/28

6:00 am-9:31 am

Nonstop2h 31m

$172

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 3/9

8:59 pm-11:03 pm

Nonstop3h 04m

Nashville Intl

Wed 3/11

8:56 am-5:22 pm

1 stop7h 26m

$172

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 2/21

6:25 pm-10:32 pm

1 stop5h 07m

Nashville Intl

Tue 2/24

1:30 pm-9:51 pm

2 stops7h 21m

$177

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 2/25

1:20 pm-7:30 pm

1 stop7h 10m

Nashville Intl

Fri 2/27

8:40 pm-12:10 am

Nonstop2h 30m

$177

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 2/26

9:30 am-1:47 pm

1 stop5h 17m

Nashville Intl

Mon 3/2

1:30 pm-9:51 pm

2 stops7h 21m

$182

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 2/27

5:20 am-7:20 am

Nonstop3h 00m

Nashville Intl

Sun 3/1

9:50 pm-8:20 am

1 stop9h 30m

$183

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 2/18

5:30 pm-7:30 pm

Nonstop3h 00m

Nashville Intl

Wed 2/25

6:15 pm-9:45 pm

Nonstop2h 30m

$187

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 5/12

3:00 pm-4:54 pm

Nonstop2h 54m

Nashville Intl

Tue 5/19

7:10 am-10:51 am

Nonstop2h 41m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 60 results
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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 $187). Flying from Boston to Kentucky in November is currently the most expensive (average of $273). 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 January 29, 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.

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 January 29, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,393 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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?

    The Boston Logan Intl to Kentucky flight path was viewed by 4 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Boston to Kentucky?

    A quick flight from Boston to Kentucky can take about 2h 43m. Southwest provides one of the quickest options available for as low as $202. There are 829 mi between Boston and Kentucky. All flights are typically nonstop.

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

    Most travelers choose Boston Logan Intl - Nashville Intl, Boston Logan Intl - Cincinnati Cinci./N. Kentucky or Boston Logan Intl - Louisville Intl when deciding on the best route 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: Delta (86%), Republic Airways (86%), American Airlines (85%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $232. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $144 on average, our data indicates $348 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 $187). Flying from Boston to Kentucky in November is currently the most expensive (average of $273). 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 Boston to Kentucky

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Top 5 airlines flying from Boston to Kentucky

Discover the top 5 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$241FlexibilityNo cancel feeOn-time65%
DeltaCheapest$208Average$397FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$432FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$407FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$401FlexibilityNo cancel feeOn-time63%

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