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Massachusetts

$44+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$90
(Mytrip)

One-way from

$44
(Mytrip)

Popular in

October

Cheapest in

August

Average price

$359

Good round-trip deal

$335 or less

Good one-way deal

$207 or less
From Kentucky to Massachusetts
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One-way flight from Kentucky to Massachusetts
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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 June 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 junio 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/12. 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. 7/96:40 amTYS - BOS
Nonstop2h 15mAllegiant Air
mié. 7/239:45 amBOS - TYS
Nonstop2h 21mAllegiant Air
Deal found 6/12$90
This FlightHub deal was found by Cheapflights users on 6/11. 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.
vie. 8/227:00 amBNA - BOS
Nonstop2h 39mSpirit Airlines
lun. 8/2511:34 amBOS - BNA
Nonstop2h 46mSpirit Airlines
Deal found 6/11$98
This JetBlue deal was found by Cheapflights users on 6/10. 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.
mar. 7/811:48 amBNA - BOS
Nonstop2h 37mJetBlue
mar. 7/154:19 pmBOS - BNA
Nonstop3h 03mJetBlue
Deal found 6/10$117
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
lun. 8/187:30 amBNA - ALB
Nonstop2h 11mAllegiant Air
vie. 8/2210:01 amALB - BNA
Nonstop2h 20mAllegiant Air
Deal found 6/10$136
This Southwest deal was found by Cheapflights users on 6/11. 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.
mar. 8/56:55 pmBNA - BOS
Nonstop2h 35mSouthwest
vie. 8/85:35 amBOS - BNA
1 stop5h 35mSouthwest
Deal found 6/11$147
This American Airlines deal was found by Cheapflights users on 6/10. 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. 7/267:06 pmBNA - BDL
1 stop4h 17mAmerican Airlines
mié. 7/306:00 amBDL - BNA
1 stop4h 16mAmerican Airlines
Deal found 6/10$157
This American Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 6/253:49 pmBNA - BOS
1 stop5h 58mAmerican Airlines
mié. 7/27:48 amBOS - BNA
1 stop5h 08mAmerican Airlines
Deal found 6/10$159
This Mytrip deal was found by Cheapflights users on 6/10. 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. 7/97:10 amTYS - BOS
2 stops12h 20mMultiple Airlines
mié. 7/239:45 amBOS - TYS
Nonstop2h 21mMultiple Airlines
Deal found 6/10$165
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
lun. 8/257:00 amBNA - BDL
Nonstop2h 30mSpirit Airlines
jue. 8/281:37 pmBDL - BNA
1 stop11h 22mSpirit Airlines
Deal found 6/10$166
This Mytrip deal was found by Cheapflights users on 6/9. 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. 7/257:30 amBNA - ALB
Nonstop2h 08mMultiple Airlines
mié. 7/3010:09 amALB - BNA
1 stop26h 12mMultiple Airlines
Deal found 6/9$170
This JetBlue deal was found by Cheapflights users on 6/12. 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.
lun. 8/46:00 amBNA - ACK
1 stop8h 23mJetBlue
vie. 8/84:34 pmACK - BNA
1 stop6h 13mJetBlue
Deal found 6/12$177
This Southwest deal was found by Cheapflights users on 6/10. 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.
vie. 8/14:50 pmBNA - BDL
1 stop6h 20mSouthwest
lun. 8/115:25 pmBDL - BNA
1 stop6h 45mSouthwest
Deal found 6/10$177

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 junio 12, 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

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

mié. 7/9

6:40 am-8:55 am

Nonstop2h 15m

Boston Logan Intl

mié. 7/23

9:45 am-12:06 pm

Nonstop2h 21m

$90

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

vie. 8/22

7:00 am-10:39 am

Nonstop2h 39m

Boston Logan Intl

lun. 8/25

11:34 am-1:20 pm

Nonstop2h 46m

$98

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mar. 7/8

11:48 am-3:25 pm

Nonstop2h 37m

Boston Logan Intl

mar. 7/15

4:19 pm-6:22 pm

Nonstop3h 03m

$117

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

lun. 8/18

7:30 am-10:41 am

Nonstop2h 11m

Albany Intl

vie. 8/22

10:01 am-11:21 am

Nonstop2h 20m

$136

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mar. 8/5

6:55 pm-10:30 pm

Nonstop2h 35m

Boston Logan Intl

vie. 8/8

5:35 am-10:10 am

1 stop5h 35m

$147

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

sáb. 7/26

7:06 pm-12:23 am

1 stop4h 17m

Hartford Bradley Intl

mié. 7/30

6:00 am-9:16 am

1 stop4h 16m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mié. 6/25

3:49 pm-10:47 pm

1 stop5h 58m

Boston Logan Intl

mié. 7/2

7:48 am-11:56 am

1 stop5h 08m

$159

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

mié. 7/9

7:10 am-7:30 pm

2 stops12h 20m

Boston Logan Intl

mié. 7/23

9:45 am-12:06 pm

Nonstop2h 21m

$165

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

lun. 8/25

7:00 am-10:30 am

Nonstop2h 30m

Hartford Bradley Intl

jue. 8/28

1:37 pm-11:59 pm

1 stop11h 22m

$166

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

vie. 7/25

7:30 am-10:38 am

Nonstop2h 08m

Albany Intl

mié. 7/30

10:09 am-11:21 am

1 stop26h 12m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 junio 12, 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.

Weekly flight availability from Kentucky to Massachusetts

Explore weekly flight availability from Kentucky to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated junio 12, 2025.

The most flights from USKY to USMA are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 junio 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines 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.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

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 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 $44. Users have also found prices from $63 and $79 on Spirit Airlines and JetBlue, 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$205FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$386FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$220Average$401FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$293Average$406FlexibilityNo cancel feeOn-time63%

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