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Kentucky

$68+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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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 September 14, 2025.

Round-trip from

$112
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$409

Good round-trip deal

$347 or less

Good one-way deal

$165 or less
From Boston Logan Intl to Kentucky
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One-way flight from Boston Logan Intl to Kentucky
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Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Kentucky.
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Price to beat on a one-way flight from Boston Logan Intl to Kentucky.
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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 September 14, 2025.

This Southwest deal was found by Cheapflights users on 9/12. 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.
Wed 11/128:30 amBOS - BNA
Nonstop2h 50mSouthwest
Sat 11/1511:10 amBNA - BOS
Nonstop2h 35mSouthwest
Deal found 9/12$112
This Southwest deal was found by Cheapflights users on 9/12. 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.
Tue 10/287:50 amBOS - BNA
1 stop7h 25mSouthwest
Wed 10/296:45 pmBNA - BOS
Nonstop2h 30mSouthwest
Deal found 9/12$114
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 10/76:16 amBOS - BNA
1 stop13h 06mSpirit Airlines
Wed 10/812:40 pmBNA - BOS
1 stop10h 19mSpirit Airlines
Deal found 9/12$117
This Priceline deal was found by Cheapflights users on 9/12. 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.
Sat 10/43:00 pmBOS - BNA
1 stop8h 34mSpirit Airlines
Wed 10/812:40 pmBNA - BOS
1 stop10h 19mSpirit Airlines
Deal found 9/12$118
This Southwest deal was found by Cheapflights users on 9/13. 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.
Wed 10/295:00 amBOS - BNA
Nonstop2h 45mSouthwest
Mon 11/36:40 pmBNA - BOS
Nonstop2h 35mSouthwest
Deal found 9/13$121
This Delta deal was found by Cheapflights users on 9/12. 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.
Tue 11/182:55 pmBOS - BNA
Nonstop2h 59mDelta
Wed 12/311:00 amBNA - BOS
Nonstop2h 39mDelta
Deal found 9/12$123
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/43:00 pmBOS - BNA
1 stop8h 34mSpirit Airlines
Tue 10/712:40 pmBNA - BOS
1 stop10h 19mSpirit Airlines
Deal found 9/12$125
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 10/156:16 amBOS - BNA
1 stop13h 06mSpirit Airlines
Thu 10/233:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
Deal found 9/12$126
This Orbitz deal was found by Cheapflights users on 9/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:16 amBOS - BNA
1 stop13h 06mSpirit Airlines
Thu 10/93:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
Deal found 9/12$127
This Southwest deal was found by Cheapflights users on 9/12. 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.
Thu 11/135:00 amBOS - BNA
Nonstop2h 55mSouthwest
Sat 11/1511:10 amBNA - BOS
Nonstop2h 35mSouthwest
Deal found 9/12$128
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/810:33 amBOS - TYS
Nonstop2h 28mAllegiant Air
Tue 11/117:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Deal found 9/13$177
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/283:00 pmBOS - TYS
1 stop24h 36mMultiple Airlines
Sat 11/17:30 amTYS - BOS
Nonstop2h 13mMultiple Airlines
Deal found 9/13$180

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 September 14, 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 11/1

5:10 pm-7:20 pm

Nonstop3h 10m

Nashville Intl

Mon 11/3

11:00 am-2:42 pm

Nonstop2h 42m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 11/12

7:05 am-9:06 am

Nonstop3h 01m

Nashville Intl

Mon 11/17

7:15 am-10:43 am

Nonstop2h 28m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 11/14

7:41 pm-9:57 pm

Nonstop3h 16m

Nashville Intl

Mon 11/17

5:50 pm-9:29 pm

Nonstop2h 39m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 11/23

10:35 pm-12:29 am

Nonstop2h 54m

Nashville Intl

Fri 12/5

6:50 pm-10:20 pm

Nonstop2h 30m

$141

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 10/1

5:20 am-7:00 am

Nonstop2h 40m

Nashville Intl

Wed 10/8

8:50 pm-9:20 am

1 stop11h 30m

$150

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 11/21

2:13 pm-4:06 pm

Nonstop2h 53m

Nashville Intl

Wed 12/3

9:45 am-1:13 pm

Nonstop2h 28m

$160

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 11/4

7:20 am-1:55 pm

1 stop7h 35m

Nashville Intl

Wed 11/12

6:40 pm-10:15 pm

Nonstop2h 35m

$167

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 10/4

4:35 pm-6:40 pm

Nonstop3h 05m

Nashville Intl

Mon 10/6

7:29 pm-11:03 pm

Nonstop2h 34m

$177

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Tue 10/28

3:00 pm-3:36 pm

1 stop24h 36m

Knoxville McGhee Tyson

Sat 11/1

7:30 am-9:43 am

Nonstop2h 13m

$180

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 11/21

10:50 am-5:30 pm

1 stop7h 40m

Nashville Intl

Tue 12/2

7:00 am-10:27 am

Nonstop2h 27m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, January is the cheapest month in which you can book a flight from Boston to Kentucky (average of $299). Flying from Boston to Kentucky in April is currently the most expensive (average of $369). 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 September 14, 2025.

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 September 14, 2025.

The most flights from BOS to USKY are scheduled on a Tuesday (2 on average). You will have fewer flight options on Monday, 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 September 14, 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
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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
8,931 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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
8,016 reviews
Southwest
8.0
Very good
4,245 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

8.0

Comfort

8.0

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 2h 40m. Delta provides one of the quickest options available for as low as $150. There are 941 mi between Boston and Kentucky. All flights are typically nonstop.

  • 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 $68 on Allegiant Air. Other airlines that offer cheap prices include Spirit Airlines from $77 and Delta from $79 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%), ITA Airways (100%), Delta (93%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $104 on average, our data indicates $345 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, January is the cheapest month in which you can book a flight from Boston to Kentucky (average of $299). Flying from Boston to Kentucky in April is currently the most expensive (average of $369). 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$119Average$231FlexibilityNo cancel feeOn-time65%
DeltaCheapest$241Average$434FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$255Average$435FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$463FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$268Average$402FlexibilityNo cancel feeOn-time63%

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