Massachusetts

$43+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Jul 15 — Jul 221
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Cheap 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 June 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Fri 8/75:23 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Mon 8/109:22 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/13$74
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Fri 8/145:23 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Mon 8/179:22 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/14$87
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.
Fri 7/245:11 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Mon 7/279:10 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/10$90
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:11 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Fri 7/319:10 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/11$105
This Cheapflightsfares deal was found by Cheapflights users on 6/13. 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 8/105:23 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Fri 8/149:22 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/13$117
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:11 pm
BNA
-
ALB
Nonstop2h 09m
Allegiant Air
Fri 7/179:10 pm
ALB
-
BNA
Nonstop2h 19m
Allegiant Air
Deal found 6/12$119
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.
Sat 7/46:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Thu 7/2310:40 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Deal found 6/10$161
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:30 am
TYS
-
BOS
Nonstop2h 15m
Allegiant Air
Sun 10/410:17 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Deal found 6/11$167
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.
Thu 10/158:15 am
TYS
-
BOS
Nonstop2h 12m
Allegiant Air
Sun 10/1810:17 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Deal found 6/10$177
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:10 am
TYS
-
BOS
Nonstop2h 15m
Allegiant Air
Sat 10/39:02 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Deal found 6/12$179
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:30 am
TYS
-
BOS
Nonstop2h 19m
Allegiant Air
Sun 8/3012:39 pm
BOS
-
TYS
Nonstop2h 28m
Allegiant Air
Deal found 6/12$181
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:10 am
TYS
-
BOS
Nonstop2h 15m
Allegiant Air
Wed 9/3011:32 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Deal found 6/11$185

Find flight deals from Kentucky to Massachusetts

Keep the following information in mind while searching for Kentucky to Massachusetts flight deals. Data was last updated June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$74
(Kiwi.com)

One-way from

$43
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$452

Good round-trip deal

$591 or less

Good one-way deal

$383 or less
Provider with most accurate pricing for Louisville Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Boston Logan Intl flights.
From Kentucky to Massachusetts
One-way flight from Kentucky to Massachusetts
Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Kentucky to Massachusetts.
Price to beat on a one-way flight from Kentucky to Massachusetts.

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 June 15, 2026.
Use the filters below to find and compare flights from Kentucky to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Wed 8/19

9:20 am-4:05 pm

1 stop5h 45m

Hartford Bradley Intl

Sun 8/23

5:20 am-9:55 am

1 stop5h 35m

$203

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

Fri 8/28

3:54 pm-11:57 pm

1 stop7h 03m

Albany Intl

Sat 8/29

6:15 am-10:02 am

1 stop4h 47m

$241

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

Wed 7/29

4:50 pm-11:17 pm

1 stop5h 27m

Albany Intl

Wed 8/5

6:58 pm-11:03 pm

1 stop5h 05m

$241

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Mon 7/6

4:30 pm-12:04 am

1 stop6h 34m

Hartford Bradley Intl

Mon 7/13

5:30 am-9:11 am

1 stop4h 41m

$241

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Tue 7/14

2:51 pm-9:19 pm

1 stop5h 28m

Hartford Bradley Intl

Fri 7/24

7:10 pm-11:15 pm

1 stop5h 05m

$241

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/8

5:00 pm-10:27 pm

1 stop5h 27m

Boston Logan Intl

Mon 9/14

2:00 pm-9:04 pm

1 stop7h 04m

$242

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

Wed 7/8

5:20 am-10:45 am

1 stop4h 25m

Albany Intl

Wed 7/15

4:15 pm-8:55 pm

2 stops5h 40m

$246

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Tue 7/21

6:50 am-12:05 pm

1 stop4h 15m

Hartford Bradley Intl

Wed 7/29

4:00 pm-8:55 pm

2 stops5h 55m

$246

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 8/29

8:25 pm-11:59 pm

Nonstop2h 34m

Boston Logan Intl

Tue 9/1

6:00 am-7:49 am

Nonstop2h 49m

$257

KnoxvilleAlbany

TYS - ALB

TYSALB

Knoxville McGhee Tyson

Wed 9/2

8:05 am-3:35 pm

2 stops7h 30m

Albany Intl

Sat 9/5

3:20 pm-7:20 pm

1 stop4h 00m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, October is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $125). Flying from Kentucky to Massachusetts in June is currently the most expensive (average of $274). 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 June 15, 2026.

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 June 15, 2026.

The most flights from USKY to USMA are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Kentucky to Massachusetts?

How far ahead should I book a flight from Kentucky to Massachusetts?

The price you pay for your flight from Kentucky to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 73 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 15, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.

Overall

7.9

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Overall

7.9

Crew

8.6

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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?

  • How long is the flight from Kentucky to Massachusetts?

    Southwest, Delta, and JetBlue can get you from Kentucky to Massachusetts in just under 2h 34m. Your travel time can differ by up to 4h 29m. There are 941 mi between Kentucky and Massachusetts. This flight may include one or multiple stops.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $117 and $124 on American Airlines and Delta, 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, October is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $125). Flying from Kentucky to Massachusetts in June is currently the most expensive (average of $274). 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

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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.

Top 4 airlines flying from Kentucky to Massachusetts

Discover the top 4 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 June 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$139Average$375FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$369FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$382FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$294Average$437FlexibilityNo cancel feeOn-time69%

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