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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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Mytrip)

One-way from

$55
(Cheapflightsfares)

Popular in

September

Cheapest in

January

Average price

$398

Good round-trip deal

$299 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
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From Boston Logan Intl to Kentucky
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One-way flight from Boston Logan Intl to Kentucky
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1010:20 amBOS - TYS
Nonstop2h 33mAllegiant Air
Sun 4/137:15 amTYS - BOS
Nonstop2h 15mAllegiant Air
Deal found 2/19$97
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/202:10 pmBOS - BNA
1 stop6h 53mSpirit Airlines
Mon 3/242:43 pmBNA - BOS
Nonstop2h 38mSpirit Airlines
Deal found 2/20$105
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/45:07 pmBOS - TYS
1 stop24h 53mMultiple Airlines
Thu 3/66:20 amTYS - BOS
Nonstop2h 12mMultiple Airlines
Deal found 2/19$137
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1712:15 pmBOS - BNA
1 stop12h 35mMultiple Airlines
Thu 3/206:01 amBNA - BOS
2 stops23h 54mMultiple Airlines
Deal found 2/19$143
This JetBlue Airways deal was found by Cheapflights users on 2/19. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2010:22 pmBOS - BNA
Nonstop2h 48mJetBlue
Sat 5/248:15 pmBNA - BOS
Nonstop2h 32mJetBlue
Deal found 2/19$157
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/95:06 amBOS - EVV
1 stop28h 01mMultiple Airlines
Mon 4/147:22 pmEVV - BOS
1 stop12h 38mMultiple Airlines
Deal found 2/19$172
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/25:00 amBOS - BNA
Nonstop3h 05mSouthwest
Wed 3/57:20 amBNA - BOS
1 stop5h 00mSouthwest
Deal found 2/19$192
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:55 pmBOS - BNA
Nonstop2h 54mDelta
Thu 9/410:30 amBNA - BOS
Nonstop2h 44mDelta
Deal found 2/19$217
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/17:00 pmBOS - SDF
2 stops23h 32mSpirit Airlines
Wed 3/57:16 pmSDF - BOS
2 stops17h 45mSpirit Airlines
Deal found 2/19$268
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/91:47 pmBOS - SDF
1 stop9h 13mAmerican Airlines
Sat 4/125:07 pmSDF - BOS
Nonstop2h 25mAmerican Airlines
Deal found 2/19$269
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/301:58 pmBOS - CVG
1 stop5h 03mAmerican Airlines
Sat 5/37:00 amCVG - BOS
Nonstop2h 13mAmerican Airlines
Deal found 2/19$269
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/256:05 amBOS - CVG
3 stops40h 38mMultiple Airlines
Thu 2/276:30 amCVG - BOS
1 stop12h 51mMultiple Airlines
Deal found 2/19$271

Find flights from Boston to Kentucky within your budget

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 February 20, 2025.

Fly from

Boston

Fly to

Kentucky

Route

Depart

Return

Price

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 4/10

10:20 am-12:53 pm

Nonstop2h 33m

Knoxville McGhee Tyson

Sun 4/13

7:15 am-9:30 am

Nonstop2h 15m

$97

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 3/20

2:10 pm-8:03 pm

1 stop6h 53m

Nashville Intl

Mon 3/24

2:43 pm-6:21 pm

Nonstop2h 38m

$105

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Tue 3/4

5:07 pm-6:00 pm

1 stop24h 53m

Knoxville McGhee Tyson

Thu 3/6

6:20 am-8:32 am

Nonstop2h 12m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 3/17

12:15 pm-11:50 pm

1 stop12h 35m

Nashville Intl

Thu 3/20

6:01 am-6:55 am

2 stops23h 54m

$143

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 5/20

10:22 pm-12:10 am

Nonstop2h 48m

Nashville Intl

Sat 5/24

8:15 pm-11:47 pm

Nonstop2h 32m

$157

BostonEvansville

BOS - EVV

BOSEVV

Boston Logan Intl

Wed 4/9

5:06 am-8:07 am

1 stop28h 01m

Evansville Dress Regional

Mon 4/14

7:22 pm-9:00 am

1 stop12h 38m

$172

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 3/2

5:00 am-7:05 am

Nonstop3h 05m

Nashville Intl

Wed 3/5

7:20 am-1:20 pm

1 stop5h 00m

$192

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 2/26

9:00 am-10:23 pm

1 stop14h 23m

Nashville Intl

Mon 3/3

6:59 pm-10:33 pm

Nonstop2h 34m

$250

BostonLouisville

BOS - SDF

BOSSDF

Boston Logan Intl

Sat 3/1

7:00 pm-6:32 pm

2 stops23h 32m

Louisville Intl

Wed 3/5

7:16 pm-1:01 pm

2 stops17h 45m

$268

BostonLouisville

BOS - SDF

BOSSDF

Boston Logan Intl

Wed 4/9

1:47 pm-11:00 pm

1 stop9h 13m

Louisville Intl

Sat 4/12

5:07 pm-7:32 pm

Nonstop2h 25m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Boston to Kentucky

Get recent, data-driven insights about flights from Boston to Kentucky including ideal travel times, pricing trends, and more.

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 February 20, 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.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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 February 20, 2025.
To help decide which airline to fly from Boston to Kentucky, see what other customers have to say about Southwest, Alaska Airlines and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • 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 $55 on Allegiant Air. Other airlines that offer cheap prices include Spirit Airlines from $58 and Frontier from $62 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 (84%), Delta (83%), Korean Air (83%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $132. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $61 on average our data indicates $312 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$165Average$241FlexibilityNo cancel feeOn-time65%
DeltaCheapest$208Average$463FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$497FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$484FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$256Average$395FlexibilityNo cancel feeOn-time63%
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