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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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Find 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 October 31, 2025.

This Trip.com deal was found by Cheapflights users on 10/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amBOS - BNA
Nonstop3h 01mJetBlue
Thu 12/116:50 pmBNA - BOS
Nonstop2h 33mJetBlue
Deal found 10/30$124
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:44 pmBOS - BNA
Nonstop3h 08mDelta
Mon 12/156:30 pmBNA - BOS
Nonstop2h 32mDelta
Deal found 10/30$127
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:20 amBOS - BNA
Nonstop3h 01mJetBlue
Sat 11/157:15 amBNA - BOS
Nonstop2h 28mJetBlue
Deal found 10/29$128
This SmartFares deal was found by Cheapflights users on 10/29. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:00 amBOS - BNA
Nonstop3h 01mJetBlue
Mon 12/86:50 pmBNA - BOS
Nonstop2h 33mJetBlue
Deal found 10/29$129
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/127:20 amBOS - BNA
Nonstop3h 01mJetBlue
Fri 11/146:50 pmBNA - BOS
Nonstop2h 33mJetBlue
Deal found 10/29$135
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1712:20 pmBOS - BNA
1 stop4h 43mMultiple Airlines
Tue 11/183:32 pmBNA - BOS
1 stop7h 27mMultiple Airlines
Deal found 10/29$136
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:34 pmBOS - BNA
Nonstop3h 03mDelta
Mon 12/87:05 amBNA - BOS
Nonstop2h 48mDelta
Deal found 10/29$137
This Trip.com deal was found by Cheapflights users on 10/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/177:20 amBOS - BNA
Nonstop3h 01mJetBlue
Tue 11/181:10 pmBNA - BOS
1 stop5h 41mJetBlue
Deal found 10/30$138
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/410:33 amBOS - TYS
Nonstop2h 28mAllegiant Air
Sat 11/87:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Deal found 10/29$138
This Trip.com deal was found by Cheapflights users on 10/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:30 amBOS - BNA
1 stop4h 45mJetBlue
Wed 12/109:46 amBNA - BOS
Nonstop2h 29mJetBlue
Deal found 10/30$140
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/239:02 amBOS - TYS
Nonstop2h 32mAllegiant Air
Thu 11/279:00 amTYS - BOS
Nonstop2h 12mAllegiant Air
Deal found 10/29$155
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/410:33 amBOS - TYS
Nonstop2h 28mAllegiant Air
Tue 11/117:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Deal found 10/29$158

Cheap flight deals from Boston to Kentucky

Keep the following information in mind while searching for Boston to Kentucky flight deals. Data was last updated October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$116
(Kiwi.com)

One-way from

$61
(Cheapflightsfares)

Popular in

November

Cheapest in

August

Average price

$393

Good round-trip deal

$347 or less

Good one-way deal

$258 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. 5% potential increase in price ($24 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 October 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 October 31, 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

Sat 12/13

7:50 am-9:57 am

Nonstop3h 07m

Nashville Intl

Sun 12/14

7:05 am-10:53 am

Nonstop2h 48m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 12/13

7:00 am-9:01 am

Nonstop3h 01m

Nashville Intl

Tue 12/16

9:46 am-1:15 pm

Nonstop2h 29m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 12/9

7:00 am-9:01 am

Nonstop3h 01m

Nashville Intl

Fri 12/12

6:50 pm-10:23 pm

Nonstop2h 33m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 12/13

12:35 pm-5:40 pm

1 stop6h 05m

Nashville Intl

Sun 12/14

7:45 pm-11:15 pm

Nonstop2h 30m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 1/10

8:25 am-10:41 am

Nonstop3h 16m

Nashville Intl

Wed 1/14

7:20 am-11:10 am

Nonstop2h 50m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 12/11

6:00 pm-7:55 pm

Nonstop2h 55m

Nashville Intl

Sun 12/14

7:45 pm-11:15 pm

Nonstop2h 30m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 12/4

3:34 pm-5:37 pm

Nonstop3h 03m

Nashville Intl

Mon 12/8

7:05 am-10:53 am

Nonstop2h 48m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 11/12

7:20 am-9:21 am

Nonstop3h 01m

Nashville Intl

Wed 11/19

10:50 am-2:20 pm

Nonstop2h 30m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 12/8

3:34 pm-5:37 pm

Nonstop3h 03m

Nashville Intl

Thu 12/11

6:30 pm-10:02 pm

Nonstop2h 32m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 12/6

8:50 am-10:45 am

Nonstop2h 55m

Nashville Intl

Sat 12/13

10:00 am-4:05 pm

1 stop5h 05m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 April is currently the most expensive (average of $257). 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 October 31, 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 22% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Boston to Kentucky?

Use this chart to determine the cheapest time to fly round-trip from Boston to Kentucky. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Kentucky flight should consider departing on Friday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 31, 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
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 3h 01m. Delta provides one of the quickest options available for as low as $127. 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 $69 on Southwest. Other airlines that offer cheap prices include Delta from $69 and Allegiant Air from $82 one-way.

  • 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%), Scandinavian Airlines (100%), Envoy Air (92%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $159. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $60 on average, our data indicates $344 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 April is currently the most expensive (average of $257). 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$119Average$234FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$201Average$442FlexibilityNo cancel feeOn-time69%
DeltaCheapest$245Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$417FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$402FlexibilityNo cancel feeOn-time63%

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