HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$51+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Apr 19 — Apr 261
Sun 4/19
Sun 4/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Kentucky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 20, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/19. 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 5/39:06 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Thu 5/76:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/19$129
This Booking.com deal was found by Cheapflights users on 3/20. 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.
Sat 5/309:45 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Sun 5/317:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Deal found 3/20$133
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/210:36 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Sun 4/57:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/16$135
This Booking.com deal was found by Cheapflights users on 3/19. 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 6/410:38 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Sun 6/77:30 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 3/19$140
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:38 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Sun 6/147:30 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 3/16$145
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Sun 5/39:06 am
BOS
-
TYS
Nonstop2h 29m
Multiple Airlines
Thu 5/711:27 am
TYS
-
BOS
1 stop11h 55m
Multiple Airlines
Deal found 3/18$146
This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/210:36 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Thu 4/96:00 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/16$150
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Sun 5/39:06 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Sun 5/106:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/17$152
This CheapOair deal was found by Cheapflights users on 3/17. 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.
Tue 4/75:49 pm
BOS
-
BNA
1 stop6h 49m
Multiple Airlines
Thu 4/98:00 pm
BNA
-
BOS
Nonstop2h 33m
Multiple Airlines
Deal found 3/17$168
This Priceline deal was found by Cheapflights users on 3/19. 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.
Wed 4/19:45 am
BOS
-
BNA
1 stop11h 01m
Spirit Airlines
Wed 4/82:27 pm
BNA
-
BOS
1 stop8h 32m
Spirit Airlines
Deal found 3/19$171
This Priceline deal was found by Cheapflights users on 3/18. 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.
Tue 3/315:00 pm
BOS
-
BNA
Nonstop2h 57m
Multiple Airlines
Wed 4/12:27 pm
BNA
-
BOS
1 stop8h 32m
Multiple Airlines
Deal found 3/18$173
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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.
Wed 4/15:45 am
BOS
-
BNA
1 stop8h 44m
Spirit Airlines
Sat 4/46:15 am
BNA
-
BOS
1 stop10h 54m
Spirit Airlines
Deal found 3/17$174

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 March 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$129
(Cheapflightsfares)

One-way from

$51
(Booking.com)

Popular in

November

Cheapest in

August

Average price

$425

Good round-trip deal

$396 or less

Good one-way deal

$314 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. 0% potential increase in price ($3 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 March 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 March 20, 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

Wed 5/27

8:10 am-9:55 am

Nonstop2h 45m

Nashville Intl

Sat 5/30

6:30 pm-10:05 pm

Nonstop2h 35m

$217

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/16

9:00 am-10:45 am

Nonstop2h 45m

Nashville Intl

Mon 5/18

5:20 am-10:55 am

1 stop4h 35m

$227

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 6/4

4:45 pm-11:05 pm

1 stop7h 20m

Nashville Intl

Sat 6/6

7:40 pm-11:15 pm

Nonstop2h 35m

$247

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 5/26

12:55 pm-2:40 pm

Nonstop2h 45m

Nashville Intl

Sat 5/30

5:30 am-3:10 pm

2 stops8h 40m

$252

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 5/4

2:30 pm-8:30 pm

2 stops7h 00m

Nashville Intl

Mon 5/11

6:05 pm-11:55 pm

1 stop4h 50m

$262

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 4/25

10:05 am-8:24 pm

2 stops10h 19m

Lexington Blue Grass

Sat 5/2

7:50 pm-12:59 am

1 stop5h 09m

$296

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 4/3

7:15 pm-9:20 pm

Nonstop3h 05m

Nashville Intl

Sun 4/5

7:05 am-10:43 am

Nonstop2h 38m

$297

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 5/8

2:30 pm-8:30 pm

2 stops7h 00m

Nashville Intl

Sun 5/10

9:40 pm-8:05 am

1 stop9h 25m

$298

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/2

2:20 pm-7:55 pm

2 stops6h 35m

Nashville Intl

Wed 5/13

12:40 pm-9:20 pm

2 stops7h 40m

$302

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/16

5:25 am-11:05 am

2 stops6h 40m

Nashville Intl

Wed 5/20

10:00 am-5:15 pm

2 stops6h 15m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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 $195). Flying from Boston to Kentucky in June is currently the most expensive (average of $296). 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 March 20, 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 March 20, 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.
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,303 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,451 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,481 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,537 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 45m. Southwest provides one of the quickest options available for as low as $217. 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 $125 and United Airlines from $147 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: Delta (85%), Republic Airways (83%), Envoy Air (83%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $231. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $114 on average, our data indicates $436 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 $195). Flying from Boston to Kentucky in June is currently the most expensive (average of $296). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Orlando flights
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Tampa flights
Boston to Las Vegas flights
Boston to Dallas/Fort Worth flights
Boston to Los Angeles flights
Boston to San Francisco flights
Boston to West Palm Beach flights
Boston to Atlanta flights
Boston to Seattle flights
Boston to Charleston flights
Boston to O'Hare Intl flights
Boston to Reagan-National flights
Hartford to Orlando flights
Boston to Nashville flights
Boston to Sky Harbor Intl flights
Boston to Fort Myers flights
Boston to New Orleans flights
Boston to Denver flights
Boston to Raleigh flights
Boston to Hobby flights
Boston to Baltimore flights
Boston to Austin flights
Boston to Savannah flights
Boston to Charlotte flights
Boston to George Bush Intcntl flights
Boston to Dulles Intl flights
Hartford to Tampa flights
Boston to San Diego flights
Boston to Sarasota flights
Hartford to Fort Lauderdale flights
Boston to Salt Lake City flights
Boston to Love Field flights
Boston to Philadelphia flights
Boston to Detroit flights
Boston to Myrtle Beach flights
Boston to Jacksonville flights
Albany to Orlando flights
Boston to John F Kennedy Intl flights
Boston to Newark flights
Boston to Pittsburgh flights
Hartford to Denver flights
Hartford to Miami flights
Hartford to O'Hare Intl flights
Hartford to Fort Myers flights
Hartford to Atlanta flights
Boston to Ontario flights
Hartford to West Palm Beach flights
Boston to Midway flights

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 March 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$100Average$256FlexibilityNo cancel feeOn-time65%
DeltaCheapest$216Average$381FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$459FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$406FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$318Average$402FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.