What is the cheapest airline that flies from Massachusetts to Kentucky?

Allegiant Air, Southwest, and Delta are the most popular carriers operating from Massachusetts to Kentucky

How many flights depart from Massachusetts to Kentucky on average per week?

213 flights are operational weekly from Massachusetts to Kentucky as of May 2026. The most popular departure day for this route is Fri, with 19% of flights per week taking off on this day.

How many flights depart from Massachusetts to Kentucky on average per day?

As of May 2026, there are 30 flights per day flying from Massachusetts to Kentucky. The most common time of day flights depart is 9:00AM, with 100% of flights taking off at noon.

What airlines fly to Kentucky?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Kentucky from Massachusetts according to our data. American Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Kentucky. Keep in mind that there are 4 different airlines that fly to Kentucky on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from Massachusetts to Kentucky is 10 as of May 2026.

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.

$43 Cheap Flights from Massachusetts to Kentucky in 2026

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Find the cheapest flights from Massachusetts to Kentucky

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:53 am - 12:16 pm

BOS

TYS

2h 23mnonstop

7:30 am - 9:48 am

TYS

BOS

2h 18mnonstop

$141Allegiant Air

Sat, Jun 6 - Sun, Jun 7

7:00 am - 9:07 am

BDL

CVG

2h 07mnonstop

8:40 pm - 10:42 pm

CVG

BDL

2h 02mnonstop

$147Breeze Airways

Sun, Jun 7 - Thu, Jun 11

4:10 pm - 6:11 pm

BOS

BNA

3h 01mnonstop

7:05 am - 10:48 am

BNA

BOS

2h 43mnonstop

$217Delta

Sat, May 30 - Sat, Jun 6

8:10 am - 9:55 am

BOS

BNA

2h 45mnonstop

4:05 pm - 10:40 pm

BNA

BOS

5h 35m

1 stop

$227Southwest

Wed, Jun 3 - Tue, Jun 9

6:00 am - 12:29 pm

BDL

BNA

7h 29m

2 stops

6:30 pm - 11:59 pm

BNA

BDL

4h 29m

1 stop

$255United Airlines

Wed, Jun 10 - Wed, Jun 17

6:00 am - 9:29 am

BDL

BNA

4h 29m

1 stop

12:49 pm - 11:59 pm

BNA

BDL

10h 10m

2 stops

$257United Airlines

Wed, Jul 1 - Sat, Jul 11

3:16 pm - 7:04 pm

ALB

TYS

3h 48m

1 stop

5:09 pm - 11:34 pm

TYS

ALB

6h 25m

1 stop

$265American Airlines

Sat, Sep 12 - Sat, Sep 26

12:55 pm - 2:25 pm

BDL

BNA

2h 30mnonstop

5:15 pm - 10:45 pm

BNA

BDL

4h 30m

1 stop

$267Southwest

Wed, Jul 1 - Wed, Jul 8

5:25 pm - 10:43 pm

BDL

BNA

6h 18m

1 stop

7:14 pm - 12:55 am

BNA

BDL

4h 41m

1 stop

$268American Airlines

Fri, Jun 12 - Mon, Jun 15

12:27 pm - 4:52 pm

ALB

TYS

4h 25m

1 stop

3:59 pm - 11:24 pm

TYS

ALB

7h 25m

1 stop

$273Delta

Tue, Jun 9 - Tue, Jun 23

Allegiant Air flights from Massachusetts to Kentucky

Our best Allegiant Air deals on Massachusetts to Kentucky flight tickets

Allegiant Air

Jun 6

BOS9:53 amBoston Logan Intl

2h 23m

TYS12:16 pmKnoxville McGhee Tyson

Jun 7

TYS7:30 amKnoxville McGhee Tyson

2h 18m

BOS9:48 amBoston Logan Intl

$141

Allegiant Air

May 23

BOS9:45 amBoston Logan Intl

2h 29m

TYS12:14 pmKnoxville McGhee Tyson

May 30

TYS6:45 amKnoxville McGhee Tyson

2h 10m

BOS8:55 amBoston Logan Intl

$149

Allegiant Air

May 24

BOS10:30 amBoston Logan Intl

2h 29m

TYS12:59 pmKnoxville McGhee Tyson

May 30

TYS6:45 amKnoxville McGhee Tyson

2h 10m

BOS8:55 amBoston Logan Intl

$150

JetBlue flights from Massachusetts to Kentucky

Our best JetBlue deals on Massachusetts to Kentucky flight tickets

JetBlue

May 30

BOS5:00 pmBoston Logan Intl

2h 57m

BNA6:57 pmNashville Intl

Jun 3

BNA7:52 pmNashville Intl

2h 34m

BOS11:26 pmBoston Logan Intl

$212

JetBlue

Jun 2

BOS7:59 pmBoston Logan Intl

2h 50m

BNA9:49 pmNashville Intl

Jun 9

BNA7:56 pmNashville Intl

2h 34m

BOS11:30 pmBoston Logan Intl

$215

JetBlue

Jun 3

BOS7:59 pmBoston Logan Intl

2h 50m

BNA9:49 pmNashville Intl

Jun 9

BNA6:51 amNashville Intl

2h 32m

BOS10:23 amBoston Logan Intl

$216

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sat 6/6

9:53 am-12:16 pm

Nonstop2h 23m

Knoxville McGhee Tyson

Sun 6/7

7:30 am-9:48 am

Nonstop2h 18m

$141

Quickest round-trip

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Sun 6/7

7:00 am-9:07 am

Nonstop2h 07m

Cincinnati Cinci./N. Kentucky

Thu 6/11

8:40 pm-10:42 pm

Nonstop2h 02m

$147

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 5/30

4:10 pm-6:11 pm

Nonstop3h 01m

Nashville Intl

Sat 6/6

7:05 am-10:48 am

Nonstop2h 43m

$217

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 6/3

8:10 am-9:55 am

Nonstop2h 45m

Nashville Intl

Tue 6/9

4:05 pm-10:40 pm

1 stop5h 35m

$227

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Wed 6/10

6:00 am-12:29 pm

2 stops7h 29m

Nashville Intl

Wed 6/17

6:30 pm-11:59 pm

1 stop4h 29m

$255

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Wed 7/1

6:00 am-9:29 am

1 stop4h 29m

Nashville Intl

Sat 7/11

12:49 pm-11:59 pm

2 stops10h 10m

$257

AlbanyKnoxville

ALB - TYS

ALBTYS

Albany Intl

Sat 9/12

3:16 pm-7:04 pm

1 stop3h 48m

Knoxville McGhee Tyson

Sat 9/26

5:09 pm-11:34 pm

1 stop6h 25m

$265

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Wed 7/1

12:55 pm-2:25 pm

Nonstop2h 30m

Nashville Intl

Wed 7/8

5:15 pm-10:45 pm

1 stop4h 30m

$267

HartfordNashville

BDL - BNA

BDLBNA

Hartford Bradley Intl

Fri 6/12

5:25 pm-10:43 pm

1 stop6h 18m

Nashville Intl

Mon 6/15

7:14 pm-12:55 am

1 stop4h 41m

$268

AlbanyKnoxville

ALB - TYS

ALBTYS

Albany Intl

Tue 6/9

12:27 pm-4:52 pm

1 stop4h 25m

Knoxville McGhee Tyson

Tue 6/23

3:59 pm-11:24 pm

1 stop7h 25m

$273

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Kentucky?

If you’re not able to fly to Kentucky in September, then August is your next best option. Flight prices from Massachusetts to Kentucky during August average around $137.

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 $356. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $463. 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 afternoon. momondo users have found flights departing from Massachusetts to Kentucky in the afternoon for as low as $317. 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 morning when prices are around $415.

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 from Massachusetts 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 $425 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 $275 on momondo.

Can stopping save me money on Massachusetts to Kentucky flights?

You could potentially save up to 39% 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	$273
Fastest flight time	2h 07m
Direct flights	Every day
Airports in Kentucky	43 airports

The best one-way flight to Kentucky from Massachusetts in the past 72 hours is $273. The best round-trip flight deal from Massachusetts to Kentucky found on momondo in the last 72 hours is $457.

The fastest flight from Massachusetts to Kentucky takes 2h 07m

Direct flights go from Massachusetts to Kentucky every day.

There are 43 airports in Kentucky. From Massachusetts there are direct flights to Nashville Intl (BNA), Cincinnati Cinci./N. Kentucky (CVG).

Search flight deals

Frequently asked questions about flying from Massachusetts to Kentucky

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?
The number of operators available for flights from Massachusetts to Kentucky is 10 as of May 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Kentucky is Embraer 175, representing 92.82% of all bookings. The subsequent popular models are Airbus A220-300 at 1.24%, Airbus A319 at 0.99%, and Boeing 737-800 at 0.74%.

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
United Airlines	PriceFrom $248	Free Cancellation	Rating 7.4 9,730 reviews	Search United Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.9 8,453 reviews	Search Delta flights
American Airlines	PriceFrom $248	Free Cancellation	Rating 7.1 11,654 reviews	Search American Airlines flights
Southwest	PriceFrom $335	Free Cancellation	Rating 8.0 4,292 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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Cheap flights from Massachusetts to Kentucky from $43

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 6/5. 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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Allegiant Air flights from Massachusetts to Kentucky

Our best Allegiant Air deals on Massachusetts to Kentucky flight tickets

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Our best JetBlue deals on Massachusetts to Kentucky flight tickets

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How to get the cheapest flight ticket from Massachusetts to Kentucky

What is the cheapest month to fly to Kentucky?

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

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

What is the cheapest Massachusetts to Kentucky flight route?

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

Can stopping save me money on Massachusetts to Kentucky flights?

What is the cheapest airline that flies from Massachusetts to Kentucky?

What airlines fly to Kentucky?

How many flights depart from Massachusetts to Kentucky on average per day?

How many flights depart from Massachusetts to Kentucky on average per week?

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

Fastest flight time

Direct flights

Airports in Kentucky

Frequently asked questions about flying 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

Why use momondo?

An easier way to manage your Kentucky 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.

Find better results for your trip to Kentucky

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