Cheap flights from Massachusetts to Kentucky from $29

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 8/22. 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

Spirit Airlines Logo
7:09 pm - 8:29 pmBDL-BNA
2h 20mnonstop
Spirit Airlines Logo
8:35 am - 11:54 amBNA-BDL
2h 19mnonstop
$58Spirit Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
Spirit Airlines Logo
7:09 pm - 8:29 pmBDL-BNA
2h 20mnonstop
Spirit Airlines Logo
8:35 am - 11:54 amBNA-BDL
2h 19mnonstop
$59Spirit Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
Southwest Logo
2:35 pm - 3:55 pmALB-BNA
2h 20mnonstop
Southwest Logo
6:05 pm - 11:00 pmBNA-ALB
3h 55m1 stop
$147Southwest
Find Deal
Fri, Sep 5 - Fri, Sep 12
Delta Logo
3:45 pm - 5:40 pmBOS-BNA
2h 55mnonstop
Delta Logo
7:00 am - 10:46 amBNA-BOS
2h 46mnonstop
$157Delta
Find Deal
Wed, Sep 17 - Mon, Sep 22
Southwest Logo
6:25 pm - 11:10 pmALB-BNA
5h 45m1 stop
Southwest Logo
6:05 pm - 11:00 pmBNA-ALB
3h 55m1 stop
$157Southwest
Find Deal
Fri, Sep 5 - Fri, Sep 12
American Airlines Logo
6:00 pm - 10:51 pmBOS-BNA
5h 51m1 stop
American Airlines Logo
5:30 am - 1:47 pmBNA-BOS
7h 17m1 stop
$177American Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 24
American Airlines Logo
1:14 pm - 5:20 pmALB-BNA
5h 06m1 stop
American Airlines Logo
6:02 pm - 11:59 pmBNA-ALB
4h 57m1 stop
$187American Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
United Airlines Logo
6:10 am - 1:25 pmBDL-TYS
7h 15m1 stop
United Airlines Logo
7:25 pm - 11:44 pmTYS-BDL
4h 19m1 stop
$212United Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 3
Delta Logo
6:50 pm - 10:53 pmALB-BNA
5h 03m1 stop
Delta Logo
6:00 pm - 11:33 pmBNA-ALB
4h 33m1 stop
$217Delta
Find Deal
Mon, Sep 8 - Mon, Sep 15
United Airlines Logo
3:15 pm - 8:28 pmBOS-SDF
5h 13m1 stop
United Airlines Logo
1:00 pm - 5:34 pmSDF-BOS
4h 34m1 stop
$237United Airlines
Find Deal
Tue, Aug 26 - Tue, Sep 2

Allegiant Air flights from Massachusetts to Kentucky

Our best Allegiant Air deals on Massachusetts to Kentucky flight tickets
Allegiant Air
Aug 26
BOS12:04 pmBoston Logan Intl
2h 28m
TYS2:32 pmKnoxville McGhee Tyson
Sep 2
TYS9:00 amKnoxville McGhee Tyson
2h 14m
BOS11:14 amBoston Logan Intl
Allegiant Air
Sep 25
BOS12:07 pmBoston Logan Intl
2h 22m
TYS2:29 pmKnoxville McGhee Tyson
Sep 28
TYS9:00 amKnoxville McGhee Tyson
2h 17m
BOS11:17 amBoston Logan Intl
Allegiant Air
Sep 8
ALB11:00 amAlbany Intl
2h 21m
BNA12:21 pmNashville Intl
Sep 15
BNA7:00 amNashville Intl
2h 10m
ALB10:10 amAlbany Intl

Spirit Airlines flights from Massachusetts to Kentucky

Our best Spirit Airlines deals on Massachusetts to Kentucky flight tickets
Spirit Airlines
Sep 19
BDL7:09 pmHartford Bradley Intl
2h 20m
BNA8:29 pmNashville Intl
Sep 22
BNA8:35 amNashville Intl
2h 19m
BDL11:54 amHartford Bradley Intl
Spirit Airlines
Sep 19
BDL7:09 pmHartford Bradley Intl
2h 20m
BNA8:29 pmNashville Intl
Sep 22
BNA8:35 amNashville Intl
2h 19m
BDL11:54 amHartford Bradley Intl
Spirit Airlines
Sep 5
BDL5:58 pmHartford Bradley Intl
2h 26m
BNA7:24 pmNashville Intl
Sep 8
BNA1:34 pmNashville Intl
2h 19m
BDL4:53 pmHartford Bradley Intl

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 July 31, 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

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Fri 9/19

7:09 pm-8:29 pm

Nonstop2h 20m

Nashville Intl

Mon 9/22

8:35 am-11:54 am

Nonstop2h 19m

$58

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Fri 9/19

7:09 pm-8:29 pm

Nonstop2h 20m

Nashville Intl

Mon 9/22

8:35 am-11:54 am

Nonstop2h 19m

$59

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Fri 9/5

2:35 pm-3:55 pm

Nonstop2h 20m

Nashville Intl

Fri 9/12

6:05 pm-11:00 pm

1 stop3h 55m

$147

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 9/17

3:45 pm-5:40 pm

Nonstop2h 55m

Nashville Intl

Mon 9/22

7:00 am-10:46 am

Nonstop2h 46m

$157

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Fri 9/5

6:25 pm-11:10 pm

1 stop5h 45m

Nashville Intl

Fri 9/12

6:05 pm-11:00 pm

1 stop3h 55m

$157

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 8/15

6:00 pm-10:51 pm

1 stop5h 51m

Nashville Intl

Sun 8/24

5:30 am-1:47 pm

1 stop7h 17m

$177

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Fri 9/26

1:14 pm-5:20 pm

1 stop5h 06m

Nashville Intl

Mon 9/29

6:02 pm-11:59 pm

1 stop4h 57m

$187

HartfordKnoxville

BDL - TYS

BDLTYS

Hartford Bradley Intl

Wed 9/3

6:10 am-1:25 pm

1 stop7h 15m

Knoxville McGhee Tyson

Wed 9/3

7:25 pm-11:44 pm

1 stop4h 19m

$212

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Mon 9/8

6:50 pm-10:53 pm

1 stop5h 03m

Nashville Intl

Mon 9/15

6:00 pm-11:33 pm

1 stop4h 33m

$217

BostonLouisville

BOS - SDF

BOSSDF

Boston Logan Intl

Tue 8/26

3:15 pm-8:28 pm

1 stop5h 13m

Louisville Intl

Tue 9/2

1:00 pm-5:34 pm

1 stop4h 34m

$237

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 $342.

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 $337. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $422. 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 $369. 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 $374 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 4% 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

$29

Fastest flight time

1h 30m

Direct flights

Every day

Airports in Kentucky

3 airports
The best one-way flight to Kentucky from Massachusetts in the past 72 hours is $29. The best round-trip flight deal from Massachusetts to Kentucky found on momondo in the last 72 hours is $58.
The fastest flight from Massachusetts to Kentucky takes 1h 30m
Direct flights go from Massachusetts to Kentucky every day.
There are 3 airports near Kentucky: Nashville Intl (BNA), Cincinnati Cinci./N. Kentucky (CVG), Knoxville McGhee Tyson (TYS)

  • 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 $157Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
DeltaPriceFrom $228Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $249Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $253Free CancellationRating
7.4
8,900 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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1 adult
Tue 8/5
Tue 8/12

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