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Kentucky

$44+ Cheap flights from Massachusetts 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Massachusetts to Kentucky

Keep the following information in mind while searching for Massachusetts to Kentucky flight deals. Data was last updated April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$104
(Cheapflightsfares)

One-way from

$44
(Booking.com)

Popular in

July

Cheapest in

March

Average price

$401

Good round-trip deal

$333 or less

Good one-way deal

$169 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 Massachusetts to Kentucky
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One-way flight from Massachusetts 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 Massachusetts to Kentucky.
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Price to beat on a one-way flight from Massachusetts to Kentucky.
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Find flight deals from Massachusetts to Kentucky

Cheapest flights from Massachusetts to Kentucky
Explore the most affordable flight options available from Massachusetts to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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.
Mon 5/57:48 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Tue 5/63:07 pmBNA - BOS
Nonstop2h 36mSpirit Airlines
Deal found 4/21$104
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1810:34 amBOS - TYS
Nonstop2h 28mAllegiant Air
Sun 5/259:30 amTYS - BOS
Nonstop2h 14mAllegiant Air
Deal found 4/20$111
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 7/207:15 amBDL - CVG
Nonstop2h 08mBreeze Airways
Tue 7/228:52 pmCVG - BDL
Nonstop2h 00mBreeze Airways
Deal found 4/21$136
This Mytrip deal was found by Cheapflights users on 4/21. 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 6/106:10 amBOS - BNA
1 stop11h 39mMultiple Airlines
Fri 6/136:00 amBNA - BOS
Nonstop2h 25mMultiple Airlines
Deal found 4/21$149
This Mytrip deal was found by Cheapflights users on 4/21. 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 6/78:59 amBOS - TYS
Nonstop2h 21mMultiple Airlines
Mon 6/912:45 pmTYS - BOS
1 stop10h 06mMultiple Airlines
Deal found 4/21$157
This Delta deal was found by Cheapflights users on 4/21. 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.
Sat 6/217:30 amBOS - BNA
Nonstop2h 47mDelta
Wed 6/2511:05 amBNA - BOS
Nonstop2h 46mDelta
Deal found 4/21$167
This Frontier deal was found by Cheapflights users on 4/22. 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 Frontier 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 4/22$170
This JetBlue deal was found by Cheapflights users on 4/21. 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.
Tue 6/178:59 pmBOS - BNA
Nonstop2h 51mJetBlue
Sat 7/267:00 amBNA - BOS
Nonstop2h 34mJetBlue
Deal found 4/21$177
This Mytrip deal was found by Cheapflights users on 4/22. 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 6/511:31 amBOS - CVG
1 stop10h 38mMultiple Airlines
Mon 6/95:15 pmCVG - BOS
1 stop21h 29mMultiple Airlines
Deal found 4/22$192
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 7/11:56 pmBDL - TYS
1 stop5h 05mAmerican Airlines
Sat 7/58:22 pmTYS - BDL
1 stop4h 01mAmerican Airlines
Deal found 4/21$199
This Priceline deal was found by Cheapflights users on 4/22. 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.
Sun 5/188:34 amBDL - SDF
1 stop8h 57mMultiple Airlines
Thu 5/223:59 pmSDF - BDL
1 stop6h 38mMultiple Airlines
Deal found 4/22$201
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/712:00 pmBOS - BNA
1 stop5h 38mUnited Airlines
Tue 5/1311:55 amBNA - BOS
1 stop4h 39mUnited Airlines
Deal found 4/22$207

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts 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 22, 2025.
Use the filters below to find and compare flights from Massachusetts to Kentucky that are best for you.

Fly from

Massachusetts

Fly to

Kentucky

Route

Depart

Return

Price

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 5/5

7:48 pm-9:35 pm

Nonstop2h 47m

Nashville Intl

Tue 5/6

3:07 pm-6:43 pm

Nonstop2h 36m

$104

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sun 5/18

10:34 am-1:02 pm

Nonstop2h 28m

Knoxville McGhee Tyson

Sun 5/25

9:30 am-11:44 am

Nonstop2h 14m

$111

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Sun 7/20

7:15 am-9:23 am

Nonstop2h 08m

Cincinnati Cinci./N. Kentucky

Tue 7/22

8:52 pm-10:52 pm

Nonstop2h 00m

$136

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 6/10

6:10 am-4:49 pm

1 stop11h 39m

Nashville Intl

Fri 6/13

6:00 am-9:25 am

Nonstop2h 25m

$149

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sat 6/7

8:59 am-11:20 am

Nonstop2h 21m

Knoxville McGhee Tyson

Mon 6/9

12:45 pm-10:51 pm

1 stop10h 06m

$157

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 6/21

7:20 pm-9:25 pm

Nonstop3h 05m

Nashville Intl

Wed 6/25

11:05 am-2:51 pm

Nonstop2h 46m

$167

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

$170

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 6/17

8:59 pm-10:50 pm

Nonstop2h 51m

Nashville Intl

Sat 7/26

7:00 am-10:34 am

Nonstop2h 34m

$177

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Thu 6/5

11:31 am-10:09 pm

1 stop10h 38m

Cincinnati Cinci./N. Kentucky

Mon 6/9

5:15 pm-2:44 pm

1 stop21h 29m

$192

HartfordKnoxville

BDL - TYS

BDLTYS

Hartford Bradley Intl

Tue 7/1

1:56 pm-7:01 pm

1 stop5h 05m

Knoxville McGhee Tyson

Sat 7/5

8:22 pm-12:23 am

1 stop4h 01m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Massachusetts 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 Massachusetts to Kentucky

What is the cheapest month to book a flight from Massachusetts to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Kentucky (average of $299). Flying from Massachusetts 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 MA to KY?

Find hourly flight availability from Massachusetts 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 22, 2025.

When flying from Massachusetts 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 22, 2025.
Read reviews from past customers who have flown Breeze Airways, Alaska Airlines and Southwest from Massachusetts to Kentucky. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
9,911 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,287 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,920 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,683 reviews
Breeze Airways
8.1
Very good
158 reviews

Entertainment

6.6

Crew

8.8

Food

6.7

Boarding

8.3

Comfort

8.2

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Massachusetts to Kentucky one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $44. However, be on the lookout for offers from Spirit Airlines and Breeze Airways, as they are both options that can get you from Massachusetts to Kentucky for a low price.

  • Can I find deals for flights from Massachusetts to Kentucky that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Kentucky.

  • Can I find deals for business class flights from Massachusetts to Kentucky?

    Yes. Cheapflights offers flight deals from Massachusetts 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 Massachusetts to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Kentucky (average of $299). Flying from Massachusetts 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 Massachusetts 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 Massachusetts to Kentucky

Discover the top 5 airlines that operate flights from Massachusetts 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 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$230FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$445FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$472FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$248Average$428FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$258Average$377FlexibilityNo cancel feeOn-time63%

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