Kentucky

$46+ 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
Jun 3 — Jun 101
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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 May 4, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
Thu 8/2712:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Sun 8/309:30 am
TYS
-
BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/29$139
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 9/512:35 pm
BOS
-
TYS
Nonstop2h 26m
Allegiant Air
Sat 9/129:30 am
TYS
-
BOS
Nonstop2h 15m
Allegiant Air
Deal found 5/1$147
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:32 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Sat 10/317:30 am
TYS
-
BOS
Nonstop2h 12m
Allegiant Air
Deal found 5/3$151
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/610:54 am
BOS
-
TYS
1 stop10h 44m
Allegiant Air
Sat 6/136:45 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/3$154
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/610:54 am
BOS
-
TYS
1 stop10h 44m
Allegiant Air
Sat 6/206:30 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/2$155
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
Sat 6/69:53 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Sun 6/77:30 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Deal found 4/29$156
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
-
BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/30$157
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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.
Thu 5/2810:30 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Sat 5/306:45 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Deal found 5/1$159
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 8/2912:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Thu 9/39:30 am
TYS
-
BOS
Nonstop2h 15m
Allegiant Air
Deal found 5/1$161
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Sun 8/239:30 am
TYS
-
BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/30$162
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:07 am
BOS
-
BNA
1 stop26h 53m
Multiple Airlines
Tue 5/192:05 pm
BNA
-
BOS
1 stop18h 07m
Multiple Airlines
Deal found 4/30$191
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:07 am
BOS
-
BNA
1 stop7h 10m
Multiple Airlines
Wed 5/277:52 pm
BNA
-
BOS
Nonstop2h 34m
Multiple Airlines
Deal found 4/29$199

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$139
(Cheapflightsfares)

One-way from

$46
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$459

Good round-trip deal

$451 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. 11% potential increase in price ($54 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 4, 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
Quickest round-trip

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 5/26

8:10 am-9:55 am

Nonstop2h 45m

Nashville Intl

Fri 5/29

7:45 pm-11:15 pm

Nonstop2h 30m

$267

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 6/13

9:30 am-11:28 am

Nonstop2h 58m

Nashville Intl

Mon 6/15

7:13 am-10:55 am

Nonstop2h 42m

$272

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/30

12:40 pm-2:25 pm

Nonstop2h 45m

Nashville Intl

Mon 6/1

6:05 pm-11:55 pm

1 stop4h 50m

$275

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 6/6

7:00 am-2:26 pm

1 stop7h 26m

Lexington Blue Grass

Sat 6/13

5:56 pm-11:14 pm

1 stop5h 18m

$275

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 5/18

7:20 pm-9:15 pm

Nonstop2h 55m

Nashville Intl

Tue 5/19

8:30 am-3:20 pm

1 stop5h 50m

$287

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Fri 7/10

8:00 am-3:01 pm

1 stop7h 01m

Lexington Blue Grass

Wed 7/15

3:54 pm-10:33 pm

1 stop6h 39m

$292

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Thu 7/9

9:00 am-3:01 pm

1 stop6h 01m

Lexington Blue Grass

Tue 7/14

10:11 am-3:18 pm

1 stop5h 07m

$292

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 8/20

1:10 pm-6:50 pm

1 stop6h 40m

Nashville Intl

Mon 8/24

6:50 pm-10:20 pm

Nonstop2h 30m

$297

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 8/22

8:10 am-1:20 pm

2 stops6h 10m

Nashville Intl

Sun 8/23

8:10 pm-11:40 pm

Nonstop2h 30m

$302

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Tue 9/8

10:50 am-6:55 pm

2 stops8h 05m

Knoxville McGhee Tyson

Sat 9/12

6:50 am-1:30 pm

1 stop6h 40m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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

The best time to book flights from Boston to Kentucky is 73 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.

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 May 4, 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.

Weekly flight availability from Boston to Kentucky

Explore weekly flight availability from Boston to Kentucky. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 4, 2026.

The most flights from BOS to USKY are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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

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 May 4, 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.

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

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.

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

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?

  • 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 $267. 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 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 (98%), American Airlines (75%).

  • 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 $242 on average, our data indicates $444 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

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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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$248Average$471FlexibilityNo cancel feeOn-time69%
DeltaCheapest$248Average$394FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$402FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$335Average$452FlexibilityNo cancel feeOn-time63%

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