Cheap flights from Kentucky to Massachusetts from $42

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Massachusetts departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
11:58 am - 3:03 pmBNA-ALB
2h 05mnonstop
Allegiant Air Logo
9:20 pm - 10:45 pmALB-BNA
2h 25mnonstop
$76Allegiant Air
Find Deal
Fri, Dec 5 - Mon, Dec 8
Allegiant Air Logo
11:59 am - 3:04 pmBNA-ALB
2h 05mnonstop
Allegiant Air Logo
9:18 pm - 10:44 pmALB-BNA
2h 26mnonstop
$101Allegiant Air
Find Deal
Fri, Nov 21 - Mon, Nov 24
Spirit Airlines Logo
2:18 pm - 6:02 pmBNA-BOS
2h 44mnonstop
Spirit Airlines Logo
6:57 pm - 8:52 pmBOS-BNA
2h 55mnonstop
$104Spirit Airlines
Find Deal
Tue, Jan 20 - Sun, Jan 25
Delta Logo
7:05 am - 10:53 amBNA-BOS
2h 48mnonstop
Delta Logo
3:34 pm - 5:37 pmBOS-BNA
3h 03mnonstop
$122Delta
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
11:00 am - 2:36 pmBNA-BOS
2h 36mnonstop
Delta Logo
6:45 am - 1:45 pmBOS-BNA
8h 00m1 stop
$127Delta
Find Deal
Thu, Dec 4 - Mon, Dec 8
Southwest Logo
3:55 pm - 10:15 pmBNA-BOS
5h 20m1 stop
Southwest Logo
6:50 pm - 8:50 pmBOS-BNA
3h 00mnonstop
$137Southwest
Find Deal
Thu, Dec 4 - Sun, Dec 7
Spirit Airlines Logo
2:18 pm - 6:02 pmBNA-BOS
2h 44mnonstop
Spirit Airlines Logo
9:39 pm - 8:23 amBOS-BNA
11h 44m1 stop
$140Spirit Airlines
Find Deal
Sat, Jan 10 - Mon, Jan 12
Southwest Logo
7:45 pm - 11:15 pmBNA-BOS
2h 30mnonstop
Southwest Logo
5:35 am - 10:00 amBOS-BNA
5h 25m1 stop
$146Southwest
Find Deal
Thu, Dec 18 - Sat, Dec 20
American Airlines Logo
10:16 am - 5:35 pmBNA-BOS
6h 19m1 stop
American Airlines Logo
7:00 am - 12:06 pmBOS-BNA
6h 06m1 stop
$159American Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
American Airlines Logo
7:16 am - 2:33 pmBNA-BOS
6h 17m1 stop
American Airlines Logo
7:00 am - 12:04 pmBOS-BNA
6h 04m1 stop
$175American Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23

Spirit Airlines flights from Kentucky to Massachusetts

Our best Spirit Airlines deals on Kentucky to Massachusetts flight tickets
Spirit Airlines
Jan 20
BNA2:18 pmNashville Intl
2h 44m
BOS6:02 pmBoston Logan Intl
Jan 25
BOS6:57 pmBoston Logan Intl
2h 55m
BNA8:52 pmNashville Intl
Spirit Airlines
Jan 10
BNA2:18 pmNashville Intl
2h 44m
BOS6:02 pmBoston Logan Intl
Jan 12
BOS9:39 pmBoston Logan Intl
11h 44m
1 stop
BNA8:23 amNashville Intl
Spirit Airlines
Nov 14
BNA7:18 pmNashville Intl
26h 04m
2 stops
BOS10:22 pmBoston Logan Intl
Nov 17
BOS12:59 pmBoston Logan Intl
11h 20m
1 stop
BNA11:19 pmNashville Intl

Southwest flights from Kentucky to Massachusetts

Our best Southwest deals on Kentucky to Massachusetts flight tickets
Southwest
Dec 4
BNA3:55 pmNashville Intl
5h 20m
1 stop
BOS10:15 pmBoston Logan Intl
Dec 7
BOS6:50 pmBoston Logan Intl
3h 00m
BNA8:50 pmNashville Intl
Southwest
Dec 18
BNA7:45 pmNashville Intl
2h 30m
BOS11:15 pmBoston Logan Intl
Dec 20
BOS5:35 amBoston Logan Intl
5h 25m
1 stop
BNA10:00 amNashville Intl
Southwest
Dec 13
BNA4:55 pmNashville Intl
4h 00m
1 stop
BOS9:55 pmBoston Logan Intl
Dec 15
BOS5:35 pmBoston Logan Intl
4h 30m
1 stop
BNA9:05 pmNashville Intl

momondo 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, momondo users made 832,500 searches. Data last updated November 6, 2025.
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

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

Fri 12/5

11:58 am-3:03 pm

Nonstop2h 05m

Albany Intl

Mon 12/8

9:20 pm-10:45 pm

Nonstop2h 25m

$76

NashvilleAlbany

BNA - ALB

BNAALB

Nashville Intl

Fri 11/21

11:59 am-3:04 pm

Nonstop2h 05m

Albany Intl

Mon 11/24

9:18 pm-10:44 pm

Nonstop2h 26m

$101

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 1/20

2:18 pm-6:02 pm

Nonstop2h 44m

Boston Logan Intl

Sun 1/25

6:57 pm-8:52 pm

Nonstop2h 55m

$104

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 12/5

7:05 am-10:53 am

Nonstop2h 48m

Boston Logan Intl

Mon 12/8

3:34 pm-5:37 pm

Nonstop3h 03m

$122

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 12/4

11:00 am-2:36 pm

Nonstop2h 36m

Boston Logan Intl

Mon 12/8

6:45 am-1:45 pm

1 stop8h 00m

$127

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 12/4

3:55 pm-10:15 pm

1 stop5h 20m

Boston Logan Intl

Sun 12/7

6:50 pm-8:50 pm

Nonstop3h 00m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 1/10

2:18 pm-6:02 pm

Nonstop2h 44m

Boston Logan Intl

Mon 1/12

9:39 pm-8:23 am

1 stop11h 44m

$140

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 12/18

7:45 pm-11:15 pm

Nonstop2h 30m

Boston Logan Intl

Sat 12/20

5:35 am-10:00 am

1 stop5h 25m

$146

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 12/5

10:16 am-5:35 pm

1 stop6h 19m

Boston Logan Intl

Sun 12/7

7:00 am-12:06 pm

1 stop6h 06m

$159

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 11/20

7:16 am-2:33 pm

1 stop6h 17m

Boston Logan Intl

Sun 11/23

7:00 am-12:04 pm

1 stop6h 04m

$175

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

How to get the cheapest flight ticket from Kentucky to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Massachusetts?

In general, September is the cheapest month to fly from Kentucky to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $317. If you aren’t able to travel to Massachusetts during the month of September, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $323.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Saturday is the cheapest day to fly to Massachusetts from Kentucky. The lowest ticket price found for a Saturday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,108.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Kentucky to Massachusetts flights are usually those with departure times in the evening. Our users have found flights to Massachusetts in the evening for as low as $298. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $799 on average. Flights to Massachusetts from Kentucky in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Kentucky to Massachusetts flight route?

Fly from Louisville Intl to Boston Logan Intl for the best Kentucky - Massachusetts flight prices

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $351 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Kentucky for as low as $294 on momondo.

What cabin class options are available on Kentucky to Massachusetts flights?

There are 4 cabin classes available to choose from on Kentucky to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kentucky to Massachusetts flights?

No. A direct flight is the cheapest option for a flight between Kentucky to Massachusetts.

Cheap Kentucky to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Massachusetts

Best Price Found

$258

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Massachusetts

2 airports
The best one-way flight to Massachusetts from Kentucky in the past 72 hours is $258. The best round-trip flight deal from Kentucky to Massachusetts found on momondo in the last 72 hours is $483.
The fastest flight from Kentucky to Massachusetts takes 2h 05m
Direct flights go from Kentucky to Massachusetts every day.
There are 2 airports near Massachusetts: Albany Intl (ALB), Boston Logan Intl (BOS)
  • When did momondo last update prices for flights from Kentucky to Massachusetts?

    Prices for flights from Kentucky to Massachusetts are refreshed on a daily basis.

  • How many operators does momondo search for flights from Kentucky to Massachusetts?

  • How old do you have to be to fly from Kentucky to Massachusetts?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kentucky to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Kentucky to Massachusetts?

Best airlines flying from Kentucky to Massachusetts

Compare and see reviews for airlines that fly from Kentucky to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $139Free CancellationRating
7.9
8,001 reviews
Search Delta flights
Spirit AirlinesPriceFrom $171Free CancellationRating
6.3
8,122 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,241 reviews
Search Southwest flights
United AirlinesPriceFrom $271Free CancellationRating
7.4
9,007 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Massachusetts?

It is quick and easy to find Kentucky to Massachusetts flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Massachusetts that suits you.

Can I find flights from Kentucky to Massachusetts with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kentucky to Massachusetts flights to just show those with flexible booking policies.

How can momondo help me find flights from Kentucky to Massachusetts?

momondo helps you find the best flight between Kentucky and Massachusetts by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Kentucky to Massachusetts right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Kentucky to Massachusetts flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Sat 12/6
Sat 12/13

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