Cheap flights from Kentucky to Massachusetts from $33

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 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Kentucky to Massachusetts

Cheap round-trip flights

Spirit Airlines Logo
6:45 am - 10:05 amBNA-BDL
2h 20mnonstop
Spirit Airlines Logo
5:17 pm - 6:37 pmBDL-BNA
2h 20mnonstop
$68Spirit Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
Spirit Airlines Logo
6:45 am - 10:05 amBNA-BDL
2h 20mnonstop
Spirit Airlines Logo
5:17 pm - 6:37 pmBDL-BNA
2h 20mnonstop
$69Spirit Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
Delta Logo
6:25 am - 10:05 amBNA-BOS
2h 40mnonstop
Delta Logo
8:35 pm - 10:31 pmBOS-BNA
2h 56mnonstop
$157Delta
Find Deal
Tue, Aug 19 - Mon, Aug 25
Southwest Logo
8:20 am - 3:20 pmBNA-BOS
6h 00m1 stop
Southwest Logo
5:00 am - 6:40 amBOS-BNA
2h 40mnonstop
$168Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
Southwest Logo
9:45 am - 1:10 pmBNA-BDL
2h 25mnonstop
Southwest Logo
8:45 am - 10:10 amBDL-BNA
2h 25mnonstop
$177Southwest
Find Deal
Wed, Sep 3 - Fri, Sep 5
United Airlines Logo
6:20 pm - 11:57 pmBNA-BOS
4h 37m1 stop
United Airlines Logo
5:30 am - 9:20 amBOS-BNA
4h 50m1 stop
$177United Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
American Airlines Logo
5:58 pm - 11:59 pmBNA-BOS
5h 01m1 stop
American Airlines Logo
5:54 am - 9:35 amBOS-BNA
4h 41m1 stop
$187American Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 24
American Airlines Logo
3:48 pm - 11:29 pmBNA-BDL
6h 41m1 stop
American Airlines Logo
6:00 am - 9:30 amBDL-BNA
4h 30m1 stop
$197American Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
Delta Logo
4:20 pm - 6:58 pmSDF-BOS
2h 38mnonstop
Delta Logo
11:45 am - 2:27 pmBOS-SDF
2h 42mnonstop
$217Delta
Find Deal
Tue, Aug 26 - Tue, Sep 2
United Airlines Logo
7:45 am - 2:24 pmBNA-BDL
5h 39m1 stop
United Airlines Logo
6:00 am - 1:21 pmBDL-BNA
8h 21m2 stops
$232United Airlines
Find Deal
Sat, Sep 6 - Tue, Sep 9

JetBlue flights from Kentucky to Massachusetts

Our best JetBlue deals on Kentucky to Massachusetts flight tickets
JetBlue
Aug 15
BNA7:10 amNashville Intl
2h 34m
BOS10:44 amBoston Logan Intl
Aug 19
BOS4:19 pmBoston Logan Intl
3h 03m
BNA6:22 pmNashville Intl
JetBlue
Sep 5
BNA3:16 pmNashville Intl
2h 35m
BOS6:51 pmBoston Logan Intl
Sep 7
BOS8:30 amBoston Logan Intl
2h 48m
BNA10:18 amNashville Intl
JetBlue
Sep 25
BNA7:35 pmNashville Intl
2h 37m
BOS11:12 pmBoston Logan Intl
Sep 28
BOS8:00 amBoston Logan Intl
2h 50m
BNA9:50 amNashville Intl

Allegiant Air flights from Kentucky to Massachusetts

Our best Allegiant Air deals on Kentucky to Massachusetts flight tickets
Allegiant Air
Sep 27
TYS8:00 amKnoxville McGhee Tyson
2h 17m
BOS10:17 amBoston Logan Intl
Oct 1
BOS12:01 pmBoston Logan Intl
2h 29m
TYS2:30 pmKnoxville McGhee Tyson
Allegiant Air
Sep 7
TYS9:00 amKnoxville McGhee Tyson
2h 17m
BOS11:17 amBoston Logan Intl
Sep 9
BOS10:33 amBoston Logan Intl
2h 22m
TYS12:55 pmKnoxville McGhee Tyson
Allegiant Air
Aug 16
TYS8:00 amKnoxville McGhee Tyson
2h 13m
BOS10:13 amBoston Logan Intl
Aug 19
BOS10:04 amBoston Logan Intl
2h 28m
TYS12:32 pmKnoxville McGhee Tyson

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 August 2, 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

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Fri 8/29

6:45 am-10:05 am

Nonstop2h 20m

Hartford Bradley Intl

Mon 9/1

5:17 pm-6:37 pm

Nonstop2h 20m

$68

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Fri 8/29

6:45 am-10:05 am

Nonstop2h 20m

Hartford Bradley Intl

Mon 9/1

5:17 pm-6:37 pm

Nonstop2h 20m

$69

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 8/19

6:25 am-10:05 am

Nonstop2h 40m

Boston Logan Intl

Mon 8/25

8:35 pm-10:31 pm

Nonstop2h 56m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 9/4

8:20 am-3:20 pm

1 stop6h 00m

Boston Logan Intl

Mon 9/8

5:00 am-6:40 am

Nonstop2h 40m

$168

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Wed 9/3

9:45 am-1:10 pm

Nonstop2h 25m

Hartford Bradley Intl

Fri 9/5

8:45 am-10:10 am

Nonstop2h 25m

$177

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 8/21

6:20 pm-11:57 pm

1 stop4h 37m

Boston Logan Intl

Mon 8/25

5:30 am-9:20 am

1 stop4h 50m

$177

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 8/15

5:58 pm-11:59 pm

1 stop5h 01m

Boston Logan Intl

Sun 8/24

5:54 am-9:35 am

1 stop4h 41m

$187

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Fri 9/26

3:48 pm-11:29 pm

1 stop6h 41m

Hartford Bradley Intl

Sun 9/28

6:00 am-9:30 am

1 stop4h 30m

$197

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Tue 8/26

4:20 pm-6:58 pm

Nonstop2h 38m

Boston Logan Intl

Tue 9/2

11:45 am-2:27 pm

Nonstop2h 42m

$217

NashvilleHartford

BNA - BDL

BNABDL

Nashville Intl

Sat 9/6

7:45 am-2:24 pm

1 stop5h 39m

Hartford Bradley Intl

Tue 9/9

6:00 am-1:21 pm

2 stops8h 21m

$232

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, November 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 $297. If you aren’t able to travel to Massachusetts during the month of November, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $318.

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

According to our data, Friday is the cheapest day to fly to Massachusetts from Kentucky. The lowest ticket price found for a Friday departure recently was $475. 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 $879 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 $347 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 $298 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?

You could potentially save up to 28% on your flight if you consider stops on a Kentucky to Massachusetts flight.

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

$33

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Massachusetts

2 airports
The best one-way flight to Massachusetts from Kentucky in the past 72 hours is $33. The best round-trip flight deal from Kentucky to Massachusetts found on momondo in the last 72 hours is $68.
The fastest flight from Kentucky to Massachusetts takes 2h 00m
Direct flights go from Kentucky to Massachusetts every day.
There are 2 airports near Massachusetts: Boston Logan Intl (BOS), Hartford Bradley Intl (BDL)

  • 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 $166Free CancellationRating
8.0
7,983 reviews
Search Delta flights
Spirit AirlinesPriceFrom $171Free CancellationRating
6.3
8,054 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $209Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $268Free CancellationRating
7.4
8,904 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.


An easier way to manage your Massachusetts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 8/7
Thu 8/14

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Popular flights according to clicks in the last 7 days on momondo