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Massachusetts

$38+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
jul. 7 — jul. 141
lun. 7/7
lun. 7/14
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 julio 2, 2025.

Round-trip from

$78
(FlightHub)

One-way from

$38
(FlightHub)

Popular in

July

Cheapest in

February

Average price

$387

Good round-trip deal

$347 or less

Good one-way deal

$283 or less
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. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 2, 2025.

This Priceline deal was found by Cheapflights users on 6/30. 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.
jue. 8/712:15 pmBNA - BOS
Nonstop2h 28mSpirit Airlines
lun. 8/119:32 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Deal found 6/30$80
This Booking.com deal was found by Cheapflights users on 6/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/176:30 amBNA - ALB
Nonstop2h 09mAllegiant Air
lun. 10/2012:59 pmALB - BNA
Nonstop2h 22mAllegiant Air
Deal found 6/29$82
This Priceline deal was found by Cheapflights users on 7/1. 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.
lun. 8/186:45 amBNA - BDL
Nonstop2h 20mSpirit Airlines
vie. 8/225:17 pmBDL - BNA
Nonstop2h 20mSpirit Airlines
Deal found 7/1$90
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/166:40 amTYS - BOS
Nonstop2h 15mAllegiant Air
jue. 7/1712:50 pmBOS - TYS
Nonstop2h 19mAllegiant Air
Deal found 6/30$91
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/2412:15 pmBNA - BOS
Nonstop2h 28mMultiple Airlines
dom. 7/279:01 amBOS - BNA
1 stop4h 49mMultiple Airlines
Deal found 6/29$142
This Mytrip deal was found by Cheapflights users on 7/2. 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.
jue. 8/79:45 amTYS - BOS
Nonstop2h 15mMultiple Airlines
dom. 8/108:39 pmBOS - TYS
1 stop11h 23mMultiple Airlines
Deal found 7/2$157
This Southwest deal was found by Cheapflights users on 7/1. 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.
mié. 8/69:45 amBNA - BDL
Nonstop2h 25mSouthwest
mié. 8/202:00 pmBDL - BNA
Nonstop2h 30mSouthwest
Deal found 7/1$157
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/2510:18 amBNA - ALB
1 stop4h 50mAmerican Airlines
lun. 8/257:05 pmALB - BNA
1 stop4h 46mAmerican Airlines
Deal found 7/1$181
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/265:30 amBNA - BDL
1 stop6h 25mAmerican Airlines
sáb. 8/23:15 pmBDL - BNA
1 stop6h 55mAmerican Airlines
Deal found 6/30$187
This FlightHub deal was found by Cheapflights users on 6/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/108:49 pmBNA - BDL
1 stop22h 19mMultiple Airlines
jue. 8/146:45 amBDL - BNA
1 stop4h 41mMultiple Airlines
Deal found 6/30$190
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/226:00 amBNA - ALB
Nonstop2h 11mMultiple Airlines
dom. 8/244:09 pmALB - BNA
2 stops19h 17mMultiple Airlines
Deal found 6/30$195
This Mytrip deal was found by Cheapflights users on 7/1. 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.
mar. 7/2912:13 pmLEX - BOS
1 stop11h 35mMultiple Airlines
lun. 8/48:39 pmBOS - LEX
1 stop14h 44mMultiple Airlines
Deal found 7/1$206

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 julio 2, 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

jue. 8/7

12:15 pm-3:43 pm

Nonstop2h 28m

Boston Logan Intl

lun. 8/11

9:32 am-11:20 am

Nonstop2h 48m

$80

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

vie. 10/17

6:30 am-9:39 am

Nonstop2h 09m

Albany Intl

lun. 10/20

12:59 pm-2:21 pm

Nonstop2h 22m

$82

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

lun. 8/18

6:45 am-10:05 am

Nonstop2h 20m

Hartford Bradley Intl

vie. 8/22

5:17 pm-6:37 pm

Nonstop2h 20m

$90

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

mié. 7/16

6:40 am-8:55 am

Nonstop2h 15m

Boston Logan Intl

jue. 7/17

12:50 pm-3:09 pm

Nonstop2h 19m

$91

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 7/24

12:15 pm-3:43 pm

Nonstop2h 28m

Boston Logan Intl

dom. 7/27

9:01 am-12:50 pm

1 stop4h 49m

$142

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

mié. 8/6

9:45 am-1:10 pm

Nonstop2h 25m

Hartford Bradley Intl

mié. 8/20

2:00 pm-3:30 pm

Nonstop2h 30m

$157

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

jue. 8/7

9:45 am-12:00 pm

Nonstop2h 15m

Boston Logan Intl

dom. 8/10

8:39 pm-8:02 am

1 stop11h 23m

$157

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

lun. 8/25

10:18 am-4:08 pm

1 stop4h 50m

Albany Intl

lun. 8/25

7:05 pm-10:51 pm

1 stop4h 46m

$181

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

sáb. 7/26

5:30 am-12:55 pm

1 stop6h 25m

Hartford Bradley Intl

sáb. 8/2

3:15 pm-9:10 pm

1 stop6h 55m

$187

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

dom. 8/10

8:49 pm-8:08 pm

1 stop22h 19m

Hartford Bradley Intl

jue. 8/14

6:45 am-10:26 am

1 stop4h 41m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 June is currently the most expensive (average of $306). 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 julio 2, 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.

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 julio 2, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Kentucky to Massachusetts by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,918 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 20 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 Spirit Airlines. According to our data, you can fly for as low as $38. Users have also found prices from $44 and $76 on Allegiant Air and Frontier, 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 June is currently the most expensive (average of $306). 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 julio 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$150Average$212FlexibilityNo cancel feeOn-time65%
DeltaCheapest$217Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$404FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$401FlexibilityNo cancel feeOn-time63%

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