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$53+ Cheap flights from Kentucky to Massachusetts

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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Kentucky to Massachusetts

Keep the following information in mind while searching for Kentucky to Massachusetts flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$61
(Cheapflightsfares)

One-way from

$53
(Booking.com)

Popular in

April

Cheapest in

November

Average price

$395

Good round-trip deal

$344 or less

Good one-way deal

$204 or less
Provider with most accurate pricing for Louisville Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Boston Logan Intl flights.
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From Kentucky to Massachusetts
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One-way flight from Kentucky to Massachusetts
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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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 Kentucky to Massachusetts.
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Price to beat on a one-way flight from Kentucky to Massachusetts.
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Find flight deals from Kentucky to Massachusetts

Cheapest flights from Kentucky to Massachusetts
Explore the most affordable flight options available from Kentucky to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 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.
Thu 5/13:07 pmBNA - BOS
Nonstop2h 36mSpirit Airlines
Sat 5/37:48 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Deal found 4/1$61
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.
Thu 5/87:15 amTYS - BOS
Nonstop2h 15mAllegiant Air
Sun 5/1810:34 amBOS - TYS
Nonstop2h 28mAllegiant Air
Deal found 4/1$90
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.
Thu 5/18:52 pmCVG - BDL
Nonstop2h 00mBreeze Airways
Sun 5/47:15 amBDL - CVG
Nonstop2h 08mBreeze Airways
Deal found 4/1$132
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 5/147:10 amTYS - BOS
2 stops25h 59mMultiple Airlines
Sun 5/1810:34 amBOS - TYS
Nonstop2h 28mMultiple Airlines
Deal found 4/1$160
This JetBlue 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:55 pmBNA - BOS
Nonstop2h 36mJetBlue
Wed 5/147:00 amBOS - BNA
Nonstop2h 52mJetBlue
Deal found 3/31$167
This Priceline deal was found by Cheapflights users on 3/30. 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 5/1112:57 pmCVG - BDL
1 stop6h 17mMultiple Airlines
Tue 5/137:15 amBDL - CVG
Nonstop2h 08mMultiple Airlines
Deal found 3/30$175
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.
Fri 5/96:48 pmSDF - BOS
1 stop28h 41mSpirit Airlines
Mon 5/125:42 pmBOS - SDF
1 stop18h 21mSpirit Airlines
Deal found 4/1$176
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.
Thu 5/16:00 amBNA - BDL
1 stop26h 27mMultiple Airlines
Sun 5/412:55 pmBDL - BNA
1 stop19h 27mMultiple Airlines
Deal found 4/1$181
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.
Fri 6/278:08 amBNA - BOS
2 stops34h 01mMultiple Airlines
Mon 6/3010:20 amBOS - BNA
Nonstop2h 47mMultiple Airlines
Deal found 3/31$183
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.
Tue 5/1312:58 pmSDF - BOS
1 stop8h 52mMultiple Airlines
Tue 5/203:49 pmBOS - SDF
1 stop23h 23mMultiple Airlines
Deal found 4/1$188
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.
Fri 6/67:30 amBNA - ALB
Nonstop2h 09mMultiple Airlines
Sun 6/89:34 pmALB - BNA
1 stop16h 37mMultiple Airlines
Deal found 3/31$200
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:29 pmCVG - BDL
1 stop23h 45mFrontier
Sun 5/411:38 amBDL - CVG
1 stop13h 21mFrontier
Deal found 4/1$200

Cheapflights Fare Finder

Customize your flight search to find flights from Kentucky to Massachusetts 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 1, 2025.
Use the filters below to find and compare flights from Kentucky to Massachusetts that are best for you.

Fly from

Kentucky

Fly to

Massachusetts

Route

Depart

Return

Price

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 5/1

3:07 pm-6:43 pm

Nonstop2h 36m

Boston Logan Intl

Sat 5/3

7:48 pm-9:35 pm

Nonstop2h 47m

$61

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 5/8

7:15 am-9:30 am

Nonstop2h 15m

Boston Logan Intl

Sun 5/18

10:34 am-1:02 pm

Nonstop2h 28m

$90

CincinnatiHartford

CVG - BDL

CVGBDL

Cincinnati Cinci./N. Kentucky

Thu 5/1

8:52 pm-10:52 pm

Nonstop2h 00m

Hartford Bradley Intl

Sun 5/4

7:15 am-9:23 am

Nonstop2h 08m

$132

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Wed 5/14

7:10 am-9:09 am

2 stops25h 59m

Boston Logan Intl

Sun 5/18

10:34 am-1:02 pm

Nonstop2h 28m

$160

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Wed 5/7

6:40 pm-11:22 am

1 stop15h 42m

Hartford Bradley Intl

Sun 5/11

12:27 pm-8:20 am

1 stop20h 53m

$165

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 5/9

6:35 pm-10:14 pm

Nonstop2h 39m

Boston Logan Intl

Tue 5/13

7:25 am-9:15 am

Nonstop2h 50m

$167

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 5/1

7:00 am-10:29 am

Nonstop2h 29m

Boston Logan Intl

Sun 5/4

5:25 pm-7:25 pm

Nonstop3h 00m

$169

CincinnatiHartford

CVG - BDL

CVGBDL

Cincinnati Cinci./N. Kentucky

Sun 5/11

12:57 pm-7:14 pm

1 stop6h 17m

Hartford Bradley Intl

Tue 5/13

7:15 am-9:23 am

Nonstop2h 08m

$175

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Fri 5/9

6:48 pm-11:29 pm

1 stop28h 41m

Boston Logan Intl

Mon 5/12

5:42 pm-12:03 pm

1 stop18h 21m

$176

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Thu 5/1

6:00 am-9:27 am

1 stop26h 27m

Hartford Bradley Intl

Sun 5/4

12:55 pm-7:22 am

1 stop19h 27m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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

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

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

Currently, January is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $218). Flying from Kentucky to Massachusetts in July is currently the most expensive (average of $311). 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 KY to MA?

Find hourly flight availability from Kentucky to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Massachusetts as you normally would.

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated April 1, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines and Southwest from Kentucky to Massachusetts to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
157 reviews

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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
9,820 reviews
Breeze Airways
8.1
Very good
157 reviews

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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
4,277 reviews
Breeze Airways
8.1
Very good
157 reviews

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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

Boarding

8.3

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Food

6.7

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 Kentucky to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Kentucky to Massachusetts flight route?

    Flights from Kentucky to Massachusetts have been viewed 22 times in the past calendar month.

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

    For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $53. Users have also found prices from $61 and $69 on Breeze Airways and Spirit Airlines, respectively.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $218). Flying from Kentucky to Massachusetts in July is currently the most expensive (average of $311). 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 Kentucky to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Kentucky to Massachusetts

Discover the top 5 airlines that operate flights from Kentucky to Massachusetts. 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$220FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$397FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$489FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$335FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$398FlexibilityNo cancel feeOn-time63%

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