HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Kentucky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$81
(Cheapflightsfares)

One-way from

$44
(Gotogate)

Popular in

September

Cheapest in

January

Average price

$405

Good round-trip deal

$299 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
Search Deals
From Massachusetts to Kentucky
Search Deals
One-way flight from Massachusetts to Kentucky
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Kentucky.
Search Deals
Price to beat on a one-way flight from Massachusetts to Kentucky.
Search Deals

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 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
Mon 4/283:36 pmBOS - BNA
1 stop7h 08mSpirit Airlines
Thu 5/13:07 pmBNA - BOS
Nonstop2h 36mSpirit Airlines
Deal found 4/1$81
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/99:45 amBOS - TYS
Nonstop2h 21mAllegiant Air
Tue 7/157:00 amTYS - BOS
Nonstop2h 15mAllegiant Air
Deal found 4/1$111
This Breeze Airways deal was found by Cheapflights users on 4/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/47:15 amBDL - CVG
Nonstop2h 08mBreeze Airways
Thu 5/88:52 pmCVG - BDL
Nonstop2h 00mBreeze Airways
Deal found 4/1$118
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/104:49 pmBOS - BNA
1 stop19h 59mMultiple Airlines
Tue 5/1312:10 pmBNA - BOS
1 stop10h 19mMultiple Airlines
Deal found 4/1$143
This Priceline deal was found by Cheapflights users on 4/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2912:55 pmBDL - SDF
1 stop9h 22mMultiple Airlines
Thu 5/13:59 pmSDF - BDL
1 stop6h 38mMultiple Airlines
Deal found 4/1$154
This Mytrip deal was found by Cheapflights users on 3/31. 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 6/512:37 pmBOS - TYS
Nonstop2h 19mMultiple Airlines
Mon 6/912:45 pmTYS - BOS
1 stop10h 06mMultiple Airlines
Deal found 3/31$158
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/810:06 amBOS - CVG
Nonstop2h 29mFrontier
Sun 5/117:00 amCVG - BOS
Nonstop2h 16mFrontier
Deal found 4/1$160
This Priceline deal was found by Cheapflights users on 4/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/67:15 amBDL - CVG
Nonstop2h 08mMultiple Airlines
Sun 5/1112:57 pmCVG - BDL
1 stop6h 17mMultiple Airlines
Deal found 4/1$165
This JetBlue Airways deal was found by Cheapflights users on 3/31. 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.
Wed 5/77:00 amBOS - BNA
Nonstop2h 52mJetBlue
Mon 5/127:00 amBNA - BOS
Nonstop2h 33mJetBlue
Deal found 3/31$167
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/3011:27 amBOS - CVG
1 stop25h 14mMultiple Airlines
Mon 5/56:00 amCVG - BOS
1 stop29h 24mMultiple Airlines
Deal found 4/1$177
This Mytrip deal was found by Cheapflights users on 3/31. 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 5/178:34 amBDL - SDF
1 stop7h 16mSpirit Airlines
Sun 5/186:26 pmSDF - BDL
1 stop13h 13mSpirit Airlines
Deal found 3/31$184
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:15 amBOS - BNA
Nonstop2h 45mSouthwest
Tue 5/136:20 amBNA - BOS
1 stop7h 10mSouthwest
Deal found 4/1$197

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 2, 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 4/28

7:48 pm-9:35 pm

Nonstop2h 47m

Nashville Intl

Thu 5/1

5:30 am-3:34 pm

1 stop9h 04m

$81

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Wed 7/9

9:45 am-12:06 pm

Nonstop2h 21m

Knoxville McGhee Tyson

Tue 7/15

7:00 am-9:15 am

Nonstop2h 15m

$111

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Sun 5/4

7:15 am-9:23 am

Nonstop2h 08m

Cincinnati Cinci./N. Kentucky

Thu 5/8

8:52 pm-10:52 pm

Nonstop2h 00m

$118

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/10

4:49 pm-11:48 am

1 stop19h 59m

Nashville Intl

Tue 5/13

12:10 pm-11:29 pm

1 stop10h 19m

$143

HartfordLouisville

BDL - SDF

BDLSDF

Hartford Bradley Intl

Tue 4/29

12:55 pm-10:17 pm

1 stop9h 22m

Louisville Intl

Thu 5/1

3:59 pm-10:37 pm

1 stop6h 38m

$154

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 6/5

12:37 pm-2:56 pm

Nonstop2h 19m

Knoxville McGhee Tyson

Mon 6/9

12:45 pm-10:51 pm

1 stop10h 06m

$158

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Thu 5/8

10:06 am-12:35 pm

Nonstop2h 29m

Cincinnati Cinci./N. Kentucky

Sun 5/11

7:00 am-9:16 am

Nonstop2h 16m

$160

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Tue 5/6

7:15 am-9:23 am

Nonstop2h 08m

Cincinnati Cinci./N. Kentucky

Sun 5/11

12:57 pm-7:14 pm

1 stop6h 17m

$165

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 5/7

7:00 am-8:52 am

Nonstop2h 52m

Nashville Intl

Mon 5/12

7:00 am-10:33 am

Nonstop2h 33m

$167

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Wed 4/30

11:27 am-12:41 pm

1 stop25h 14m

Cincinnati Cinci./N. Kentucky

Mon 5/5

6:00 am-11:24 am

1 stop29h 24m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 results
1
2
3
...
6

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 2, 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 2, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest and Delta 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
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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
4,272 reviews
Breeze Airways
8.1
Very good
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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
7,898 reviews
Breeze Airways
8.1
Very good
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!
Avelo Airlines
7.5
Good
Breeze Airways
8.1
Very good
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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
8,616 reviews
Breeze Airways
8.1
Very good
157 reviews

Overall

8.1

Crew

8.8

Food

6.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Los Angeles flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
LaGuardia to Orlando flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
Dallas/Fort Worth to Seattle flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Las Vegas flights
John F Kennedy Intl to Orlando flights
Dallas/Fort Worth to LaGuardia flights
San Francisco to John F Kennedy Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to Seattle flights
Newark to Seattle flights
LaGuardia to Atlanta flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to West Palm Beach flights
Dallas/Fort Worth to Las Vegas flights
Los Angeles to Honolulu flights
Newark to Los Angeles flights
Los Angeles to Newark flights
Newark to Tampa flights
O'Hare Intl to John F Kennedy Intl flights
LaGuardia to Los Angeles flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Las Vegas flights
Seattle to Las Vegas flights
John F Kennedy Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Denver flights
San Francisco to Newark flights
LaGuardia to Las Vegas flights
Atlanta to LaGuardia flights
Los Angeles to Seattle flights
Los Angeles to LaGuardia flights
John F Kennedy Intl to San Francisco flights
Seattle to Los Angeles flights
Dallas/Fort Worth to Orlando flights
Denver to Las Vegas flights
Newark to New Orleans flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to O'Hare Intl flights

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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$230FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$234Average$476FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$248Average$457FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$258Average$377FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.