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Cheap flights from Massachusetts to Kentucky from $44

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Kentucky departing on 12/1. 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

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Find the cheapest flights from Massachusetts to Kentucky

Cheap round-trip flights

Allegiant Air Logo
9:20 pm - 10:45 pmALB-BNA
2h 25mnonstop
Allegiant Air Logo
11:58 am - 3:03 pmBNA-ALB
2h 05mnonstop
$82Allegiant Air
Find Deal
Fri, Dec 12 - Mon, Dec 15
Allegiant Air Logo
11:29 am - 12:51 pmALB-BNA
2h 22mnonstop
Allegiant Air Logo
6:30 am - 9:39 amBNA-ALB
2h 09mnonstop
$87Allegiant Air
Find Deal
Mon, Oct 27 - Fri, Oct 31
Spirit Airlines Logo
12:49 pm - 2:36 pmBOS-BNA
2h 47mnonstop
Spirit Airlines Logo
3:41 pm - 7:16 pmBNA-BOS
2h 35mnonstop
$122Spirit Airlines
Find Deal
Fri, Oct 31 - Mon, Nov 3
Spirit Airlines Logo
12:49 pm - 2:36 pmBOS-BNA
2h 47mnonstop
Spirit Airlines Logo
12:40 pm - 11:59 pmBNA-BOS
10h 19m1 stop
$129Spirit Airlines
Find Deal
Mon, Oct 6 - Wed, Oct 15
American Airlines Logo
5:08 pm - 9:22 pmBOS-BNA
5h 14m1 stop
American Airlines Logo
5:25 am - 12:33 pmBNA-BOS
6h 08m1 stop
$159American Airlines
Find Deal
Sat, Nov 8 - Sat, Nov 15
Southwest Logo
5:00 am - 6:45 amBOS-BNA
2h 45mnonstop
Southwest Logo
5:50 am - 1:15 pmBNA-BOS
6h 25m1 stop
$167Southwest
Find Deal
Wed, Oct 22 - Sat, Oct 25
Southwest Logo
5:30 am - 10:20 amBOS-BNA
5h 50m1 stop
Southwest Logo
7:45 pm - 11:15 pmBNA-BOS
2h 30mnonstop
$178Southwest
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
7:10 am - 1:23 pmALB-BNA
7h 13m1 stop
American Airlines Logo
11:59 am - 5:43 pmBNA-ALB
4h 44m1 stop
$187American Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Delta Logo
5:00 pm - 11:07 pmBDL-TYS
6h 07m1 stop
Delta Logo
5:16 pm - 10:09 pmTYS-BDL
4h 53m1 stop
$217Delta
Find Deal
Sat, Nov 1 - Tue, Nov 4
Delta Logo
5:00 pm - 12:05 amBDL-LEX
7h 05m1 stop
Delta Logo
3:46 pm - 8:44 pmLEX-BDL
4h 58m1 stop
$233Delta
Find Deal
Fri, Oct 31 - Sat, Nov 8

Spirit Airlines flights from Massachusetts to Kentucky

Our best Spirit Airlines deals on Massachusetts to Kentucky flight tickets
Spirit Airlines
Oct 31
BOS12:49 pmBoston Logan Intl
2h 47m
BNA2:36 pmNashville Intl
Nov 3
BNA3:41 pmNashville Intl
2h 35m
BOS7:16 pmBoston Logan Intl
$122
Find similar
Spirit Airlines
Oct 6
BOS12:49 pmBoston Logan Intl
2h 47m
BNA2:36 pmNashville Intl
Oct 15
BNA12:40 pmNashville Intl
10h 19m
1 stop
BOS11:59 pmBoston Logan Intl
$129
Find similar
Spirit Airlines
Oct 6
BOS12:49 pmBoston Logan Intl
2h 47m
BNA2:36 pmNashville Intl
Oct 10
BNA3:41 pmNashville Intl
2h 35m
BOS7:16 pmBoston Logan Intl
$131
Find similar

Allegiant Air flights from Massachusetts to Kentucky

Our best Allegiant Air deals on Massachusetts to Kentucky flight tickets
Allegiant Air
Dec 12
ALB9:20 pmAlbany Intl
2h 25m
BNA10:45 pmNashville Intl
Dec 15
BNA11:58 amNashville Intl
2h 05m
ALB3:03 pmAlbany Intl
$82
Find similar
Allegiant Air
Oct 27
ALB11:29 amAlbany Intl
2h 22m
BNA12:51 pmNashville Intl
Oct 31
BNA6:30 amNashville Intl
2h 09m
ALB9:39 amAlbany Intl
$87
Find similar
Allegiant Air
Oct 20
ALB12:59 pmAlbany Intl
2h 22m
BNA2:21 pmNashville Intl
Oct 24
BNA6:30 amNashville Intl
2h 09m
ALB9:39 amAlbany Intl
$122
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Kentucky 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 September 25, 2025.
Use the filters below to find and compare flights from Massachusetts to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Fri 12/12

9:20 pm-10:45 pm

Nonstop2h 25m

Nashville Intl

Mon 12/15

11:58 am-3:03 pm

Nonstop2h 05m

$82

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Mon 10/27

11:29 am-12:51 pm

Nonstop2h 22m

Nashville Intl

Fri 10/31

6:30 am-9:39 am

Nonstop2h 09m

$87

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 10/31

12:49 pm-2:36 pm

Nonstop2h 47m

Nashville Intl

Mon 11/3

3:41 pm-7:16 pm

Nonstop2h 35m

$122

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 10/6

12:49 pm-2:36 pm

Nonstop2h 47m

Nashville Intl

Wed 10/15

12:40 pm-11:59 pm

1 stop10h 19m

$129

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 11/8

5:08 pm-9:22 pm

1 stop5h 14m

Nashville Intl

Sat 11/15

5:25 am-12:33 pm

1 stop6h 08m

$159

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 10/22

5:00 am-6:45 am

Nonstop2h 45m

Nashville Intl

Sat 10/25

5:50 am-1:15 pm

1 stop6h 25m

$167

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Thu 12/11

5:30 am-10:20 am

1 stop5h 50m

Nashville Intl

Sun 12/14

7:45 pm-11:15 pm

Nonstop2h 30m

$178

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Fri 10/31

7:10 am-1:23 pm

1 stop7h 13m

Nashville Intl

Fri 11/7

11:59 am-5:43 pm

1 stop4h 44m

$187

HartfordKnoxville

BDL - TYS

BDLTYS

Hartford Bradley Intl

Sat 11/1

5:00 pm-11:07 pm

1 stop6h 07m

Knoxville McGhee Tyson

Tue 11/4

5:16 pm-10:09 pm

1 stop4h 53m

$217

HartfordLexington

BDL - LEX

BDLLEX

Hartford Bradley Intl

Fri 10/31

5:00 pm-12:05 am

1 stop7h 05m

Lexington Blue Grass

Sat 11/8

3:46 pm-8:44 pm

1 stop4h 58m

$233

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 Kentucky from

How to get the cheapest flight ticket from Massachusetts to Kentucky

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 Kentucky?

If you’re not able to fly to Kentucky in August, then March is your next best option. Flight prices from Massachusetts to Kentucky during March average around $343.

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

Our data shows that Saturday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $343. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $409. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

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

According to our data, the cheapest time of day to fly to Kentucky is in the morning. momondo users have found flights departing from Massachusetts to Kentucky in the morning for as low as $374. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is in the evening when prices are around $409.

What is the cheapest Massachusetts to Kentucky flight route?

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

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

You are more likely to see cheaper flights to Kentucky from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Kentucky for around $377 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kentucky from Massachusetts for as low as $323 on momondo.

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

There are 4 cabin classes available to choose from on Massachusetts to Kentucky 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 Massachusetts to Kentucky flights?

You could potentially save up to 15% on your flight if you consider stops on a Massachusetts to Kentucky flight.

Cheap Massachusetts to Kentucky flight deals and tips

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

Best Price Found

$137

Fastest flight time

1h 30m

Direct flights

Mon, Tue, Thu, Fri and Sat

Airports in Kentucky

1 airport
The best one-way flight to Kentucky from Massachusetts in the past 72 hours is $137. The best round-trip flight deal from Massachusetts to Kentucky found on momondo in the last 72 hours is $347.
The fastest flight from Massachusetts to Kentucky takes 1h 30m
Direct flights go from Massachusetts to Kentucky on Monday, Tuesday, Thursday, Friday and Saturday. The only airline offering direct flights is Delta.
There is 1 airport near Kentucky: Nashville Intl (BNA)
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Kentucky?

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Kentucky.

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

    The travel and health documents required for your trip to Kentucky can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Kentucky. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Massachusetts to Kentucky

Compare and see reviews for airlines that fly from Massachusetts to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
DeltaPriceFrom $246Free CancellationRating
7.9
7,973 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $268Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
SouthwestPriceFrom $268Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to Kentucky for you.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Kentucky from Massachusetts.

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

Of course. momondo tracks the price of Massachusetts to Kentucky flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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