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Kentucky

$55+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
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 December 16, 2025.

This Gotogate deal was found by Cheapflights users on 12/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/189:00 amBOS - TYS
Nonstop2h 31mAllegiant Air
Sat 12/207:00 amTYS - BOS
Nonstop2h 10mAllegiant Air
Deal found 12/14$177
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mMultiple Airlines
Fri 1/96:00 amTYS - BOS
1 stop17h 19mMultiple Airlines
Deal found 12/16$199
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/298:08 amBOS - BNA
1 stop23h 34mMultiple Airlines
Mon 1/58:47 pmBNA - BOS
2 stops51h 32mMultiple Airlines
Deal found 12/16$206
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mMultiple Airlines
Mon 1/126:18 pmTYS - BOS
1 stop20h 20mMultiple Airlines
Deal found 12/16$215
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/298:08 amBOS - BNA
1 stop23h 34mMultiple Airlines
Tue 12/308:38 pmBNA - BOS
1 stop13h 12mMultiple Airlines
Deal found 12/16$216
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mMultiple Airlines
Tue 1/131:00 pmTYS - BOS
1 stop25h 38mMultiple Airlines
Deal found 12/16$228
This Booking.com deal was found by Cheapflights users on 12/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:45 pmBOS - TYS
Nonstop2h 31mAllegiant Air
Tue 12/306:00 amTYS - BOS
Nonstop2h 10mAllegiant Air
Deal found 12/14$231
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mMultiple Airlines
Thu 1/89:00 amTYS - BOS
1 stop14h 19mMultiple Airlines
Deal found 12/16$240
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mMultiple Airlines
Sat 1/105:30 pmTYS - BOS
1 stop16h 41mMultiple Airlines
Deal found 12/16$241
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/298:08 amBOS - BNA
1 stop23h 34mMultiple Airlines
Wed 12/316:10 amBNA - BOS
2 stops28h 17mMultiple Airlines
Deal found 12/16$253
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/298:08 amBOS - BNA
1 stop23h 34mMultiple Airlines
Sun 1/47:00 amBNA - BOS
1 stop27h 55mMultiple Airlines
Deal found 12/16$256
This Booking.com deal was found by Cheapflights users on 12/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:00 amBOS - TYS
Nonstop2h 31mAllegiant Air
Sun 1/46:00 amTYS - BOS
Nonstop2h 10mAllegiant Air
Deal found 12/14$257

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 December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$124
(Priceline)

One-way from

$55
(Booking.com)

Popular in

December

Cheapest in

August

Average price

$453

Good round-trip deal

$372 or less

Good one-way deal

$343 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. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 16, 2025.
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

Wed 1/14

8:15 pm-10:29 pm

Nonstop3h 14m

Nashville Intl

Sat 1/17

3:30 pm-7:07 pm

Nonstop2h 37m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 1/14

8:15 pm-10:29 pm

Nonstop3h 14m

Nashville Intl

Tue 1/20

5:35 pm-9:09 pm

Nonstop2h 34m

$127

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 2/19

9:29 am-12:12 pm

Nonstop2h 43m

Knoxville McGhee Tyson

Sun 2/22

6:30 am-8:39 am

Nonstop2h 09m

$130

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 1/18

7:05 am-9:05 am

Nonstop3h 00m

Nashville Intl

Fri 1/23

9:50 am-1:21 pm

Nonstop2h 31m

$147

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 1/14

5:30 pm-7:30 pm

Nonstop3h 00m

Nashville Intl

Sat 1/17

12:05 pm-8:55 pm

1 stop7h 50m

$147

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 1/14

7:05 am-9:05 am

Nonstop3h 00m

Nashville Intl

Thu 1/15

9:50 am-1:21 pm

Nonstop2h 31m

$147

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 1/10

6:00 am-10:43 am

1 stop5h 43m

Nashville Intl

Wed 1/14

7:20 am-11:10 am

Nonstop2h 50m

$152

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 1/30

2:45 pm-4:52 pm

Nonstop3h 07m

Nashville Intl

Mon 2/2

5:35 pm-9:09 pm

Nonstop2h 34m

$157

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 1/27

5:50 am-11:25 am

2 stops6h 35m

Nashville Intl

Thu 1/29

7:35 am-2:20 pm

1 stop5h 45m

$162

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 1/23

5:30 pm-7:30 pm

Nonstop3h 00m

Nashville Intl

Sun 1/25

7:50 pm-11:20 pm

Nonstop2h 30m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 December 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Boston to Kentucky at noon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the afternoon.

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 December 16, 2025.
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
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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
8,010 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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
9,094 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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
11,048 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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
8,186 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Boarding

8.1

Comfort

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 long is the flight from Boston to Kentucky?

    A quick flight from Boston to Kentucky can take about 2h 43m. Spirit Airlines provides one of the quickest options available for as low as $130. There are 829 mi between Boston and Kentucky. This flight may include one or multiple stops.

  • 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: KLM (100%), Air France (100%), Scandinavian Airlines (100%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $256. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $125 on average, our data indicates $404 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$119Average$241FlexibilityNo cancel feeOn-time65%
DeltaCheapest$240Average$419FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$397FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$412FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$401FlexibilityNo cancel feeOn-time63%

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