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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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$85
(Cheapflightsfares)

One-way from

$55
(Booking.com)

Popular in

July

Cheapest in

March

Average price

$390

Good round-trip deal

$337 or less

Good one-way deal

$196 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, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Booking.com deal was found by Cheapflights users on 4/28. 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 7/2412:50 pmBOS - TYS
Nonstop2h 19mAllegiant Air
Wed 7/306:40 amTYS - BOS
Nonstop2h 15mAllegiant Air
Deal found 4/28$102
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 5/2910:30 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Mon 6/26:00 amBNA - BOS
Nonstop2h 35mSpirit Airlines
Deal found 4/28$104
This Booking.com deal was found by Cheapflights users on 4/28. 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 5/296:10 amBOS - BNA
1 stop14h 20mMultiple Airlines
Mon 6/26:00 amBNA - BOS
Nonstop2h 35mMultiple Airlines
Deal found 4/28$120
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2912:34 pmBOS - TYS
Nonstop2h 28mMultiple Airlines
Mon 6/212:45 pmTYS - BOS
1 stop10h 06mMultiple Airlines
Deal found 4/29$148
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/244:10 pmBOS - BNA
Nonstop2h 54mDelta
Sun 7/276:49 pmBNA - BOS
Nonstop2h 41mDelta
Deal found 4/29$167
This JetBlue deal was found by Cheapflights users on 4/28. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/87:00 amBOS - BNA
Nonstop2h 52mJetBlue
Tue 6/177:10 amBNA - BOS
Nonstop2h 34mJetBlue
Deal found 4/28$177
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Sun 5/2511:31 amBOS - CVG
1 stop11h 44mMultiple Airlines
Tue 6/38:13 amCVG - BOS
1 stop15h 16mMultiple Airlines
Deal found 4/28$179
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/291:15 pmBOS - BNA
1 stop6h 15mSouthwest
Thu 6/54:50 pmBNA - BOS
2 stops6h 35mSouthwest
Deal found 4/29$182
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 5/1510:06 amBOS - CVG
Nonstop2h 29mFrontier
Sun 5/187:00 amCVG - BOS
Nonstop2h 16mFrontier
Deal found 4/28$192
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 amBOS - BNA
1 stop5h 53mUnited Airlines
Wed 5/286:00 pmBNA - BOS
1 stop4h 59mUnited Airlines
Deal found 4/28$202
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/1211:31 amBOS - CVG
1 stop10h 38mAllegiant Air
Sat 6/147:20 pmCVG - BOS
1 stop15h 21mAllegiant Air
Deal found 4/28$208
This Delta deal was found by Cheapflights users on 4/28. 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 7/82:35 pmBOS - CVG
Nonstop2h 30mDelta
Sat 7/125:50 pmCVG - BOS
Nonstop2h 23mDelta
Deal found 4/28$259

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 April 29, 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

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 7/24

12:50 pm-3:09 pm

Nonstop2h 19m

Knoxville McGhee Tyson

Wed 7/30

6:40 am-8:55 am

Nonstop2h 15m

$102

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 5/29

10:30 am-12:18 pm

Nonstop2h 48m

Nashville Intl

Mon 6/2

6:00 am-9:35 am

Nonstop2h 35m

$104

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 5/29

6:10 am-7:30 pm

1 stop14h 20m

Nashville Intl

Mon 6/2

6:00 am-9:35 am

Nonstop2h 35m

$120

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 5/29

12:34 pm-3:02 pm

Nonstop2h 28m

Knoxville McGhee Tyson

Mon 6/2

12:45 pm-10:51 pm

1 stop10h 06m

$148

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 6/24

4:10 pm-6:04 pm

Nonstop2h 54m

Nashville Intl

Sun 7/27

6:49 pm-10:30 pm

Nonstop2h 41m

$167

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sun 6/8

7:00 am-8:52 am

Nonstop2h 52m

Nashville Intl

Tue 6/17

7:10 am-10:44 am

Nonstop2h 34m

$177

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Sun 5/25

11:31 am-11:15 pm

1 stop11h 44m

Cincinnati Cinci./N. Kentucky

Tue 6/3

8:13 am-11:29 pm

1 stop15h 16m

$179

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 5/29

1:15 pm-6:30 pm

1 stop6h 15m

Nashville Intl

Thu 6/5

4:50 pm-12:25 am

2 stops6h 35m

$182

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Thu 5/15

10:06 am-12:35 pm

Nonstop2h 29m

Cincinnati Cinci./N. Kentucky

Sun 5/18

7:00 am-9:16 am

Nonstop2h 16m

$192

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 5/28

6:00 am-10:53 am

1 stop5h 53m

Nashville Intl

Wed 5/28

6:00 pm-11:59 pm

1 stop4h 59m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 April 29, 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 April 29, 2025.
To help decide which airline to fly from Boston to Kentucky, see what other customers have to say about Southwest, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,295 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $61 and Delta from $74 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: Envoy Air (100%), WestJet (100%), Delta (94%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $147. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $104 on average our data indicates $439 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$227FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$444FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$473FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$248Average$428FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$258Average$377FlexibilityNo cancel feeOn-time63%

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