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Cheap flights from Boston to Kentucky from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Kentucky departing on 3/5. 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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Find the cheapest flights from Boston to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
9:29 am - 12:12 pm
BOS
-
TYS
2h 43mnonstop
Allegiant Air Logo
6:30 am - 8:38 am
TYS
-
BOS
2h 08mnonstop
$127Allegiant Air
Sun, Feb 22 - Thu, Feb 26
Spirit Airlines Logo
6:01 am - 11:38 pm
BOS
-
BNA
18h 37m
1 stop
Spirit Airlines Logo
2:27 pm - 11:59 pm
BNA
-
BOS
8h 32m
1 stop
$137Spirit Airlines
Wed, Mar 18 - Wed, Mar 25
Multiple Airlines Logo
6:10 pm - 11:01 am
BOS
-
TYS
16h 51m
1 stop
Multiple Airlines Logo
7:30 am - 9:40 am
TYS
-
BOS
2h 10mnonstop
$148Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
6:10 pm - 7:25 am
BOS
-
BNA
14h 15m
1 stop
Multiple Airlines Logo
6:30 am - 11:44 pm
BNA
-
BOS
16h 14m
1 stop
$150Multiple Airlines
Tue, Feb 24 - Thu, Feb 26
Delta Logo
9:05 am - 5:02 pm
BOS
-
LEX
7h 57m
1 stop
Delta Logo
6:43 am - 12:20 pm
LEX
-
BOS
5h 37m
1 stop
$251Delta
Wed, Feb 25 - Tue, Mar 3
Delta Logo
5:29 am - 9:59 am
BOS
-
LEX
4h 30m
1 stop
Delta Logo
7:26 am - 12:24 pm
LEX
-
BOS
4h 58m
1 stop
$260Delta
Sat, Feb 28 - Mon, Mar 2
American Airlines Logo
6:52 pm - 11:53 pm
BOS
-
LEX
5h 01m
1 stop
American Airlines Logo
5:00 am - 10:05 am
LEX
-
BOS
5h 05m
1 stop
$274American Airlines
Fri, Feb 20 - Fri, Feb 27
American Airlines Logo
9:25 am - 3:09 pm
BOS
-
HTS
5h 44m
1 stop
American Airlines Logo
3:44 pm - 10:15 pm
HTS
-
BOS
6h 31m
1 stop
$278American Airlines
Wed, Mar 18 - Tue, Mar 24
United Airlines Logo
7:45 am - 1:15 pm
BOS
-
LEX
5h 30m
1 stop
United Airlines Logo
10:35 am - 5:19 pm
LEX
-
BOS
6h 44m
1 stop
$321United Airlines
Wed, Feb 25 - Tue, Mar 3
United Airlines Logo
7:45 am - 1:27 pm
BOS
-
PAH
6h 42m
1 stop
United Airlines Logo
5:00 am - 5:19 pm
PAH
-
BOS
11h 19m
1 stop
$552United Airlines
Tue, Feb 24 - Wed, Feb 25

Delta flights from Boston to Kentucky

Our best Delta deals on Boston to Kentucky flight tickets
Delta
Feb 17
BOS8:07 amBoston Logan Intl
3h 13m
BNA10:20 amNashville Intl
Feb 24
BNA7:20 amNashville Intl
2h 48m
BOS11:08 amBoston Logan Intl
$162
Delta
Feb 25
BOS9:05 amBoston Logan Intl
7h 57m
1 stop
LEX5:02 pmLexington Blue Grass
Mar 3
LEX6:43 amLexington Blue Grass
5h 37m
1 stop
BOS12:20 pmBoston Logan Intl
$251
Delta
Feb 28
BOS5:29 amBoston Logan Intl
4h 30m
1 stop
LEX9:59 amLexington Blue Grass
Mar 2
LEX7:26 amLexington Blue Grass
4h 58m
1 stop
BOS12:24 pmBoston Logan Intl
$260

United Airlines flights from Boston to Kentucky

Our best United Airlines deals on Boston to Kentucky flight tickets
United Airlines
Feb 24
BOS11:51 amBoston Logan Intl
8h 10m
2 stops
BNA7:01 pmNashville Intl
Feb 25
BNA12:30 pmNashville Intl
5h 11m
1 stop
BOS6:41 pmBoston Logan Intl
$178
United Airlines
Feb 18
BOS12:05 pmBoston Logan Intl
7h 56m
2 stops
BNA7:01 pmNashville Intl
Feb 25
BNA12:30 pmNashville Intl
5h 11m
1 stop
BOS6:41 pmBoston Logan Intl
$183
United Airlines
Feb 8
BOS8:10 amBoston Logan Intl
4h 57m
1 stop
BNA12:07 pmNashville Intl
Feb 15
BNA6:00 amNashville Intl
7h 21m
2 stops
BOS2:21 pmBoston Logan Intl
$243

momondo Fare Finder

 
Customize your flight search to find flights from Boston 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 February 3, 2026.
Use the filters below to find and compare flights from Boston to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sun 2/22

9:29 am-12:12 pm

Nonstop2h 43m

Knoxville McGhee Tyson

Thu 2/26

6:30 am-8:38 am

Nonstop2h 08m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 3/18

6:01 am-11:38 pm

1 stop18h 37m

Nashville Intl

Wed 3/25

2:27 pm-11:59 pm

1 stop8h 32m

$137

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 3/5

6:10 pm-11:01 am

1 stop16h 51m

Knoxville McGhee Tyson

Thu 3/12

7:30 am-9:40 am

Nonstop2h 10m

$148

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 2/24

6:10 pm-7:25 am

1 stop14h 15m

Nashville Intl

Thu 2/26

6:30 am-11:44 pm

1 stop16h 14m

$150

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Wed 2/25

9:05 am-5:02 pm

1 stop7h 57m

Lexington Blue Grass

Tue 3/3

6:43 am-12:20 pm

1 stop5h 37m

$251

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 2/28

5:29 am-9:59 am

1 stop4h 30m

Lexington Blue Grass

Mon 3/2

7:26 am-12:24 pm

1 stop4h 58m

$260

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Fri 2/20

6:52 pm-11:53 pm

1 stop5h 01m

Lexington Blue Grass

Fri 2/27

5:00 am-10:05 am

1 stop5h 05m

$274

BostonHuntington

BOS - HTS

BOSHTS

Boston Logan Intl

Wed 3/18

9:25 am-3:09 pm

1 stop5h 44m

Huntington Tri State

Tue 3/24

3:44 pm-10:15 pm

1 stop6h 31m

$278

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Wed 2/25

7:45 am-1:15 pm

1 stop5h 30m

Lexington Blue Grass

Tue 3/3

10:35 am-5:19 pm

1 stop6h 44m

$321

BostonPaducah

BOS - PAH

BOSPAH

Boston Logan Intl

Tue 2/24

7:45 am-1:27 pm

1 stop6h 42m

Paducah Barkley Regional

Wed 2/25

5:00 am-5:19 pm

1 stop11h 19m

$552

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 Boston 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 Boston to Kentucky during March average around $362.

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 $342. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $443. 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 Boston to Kentucky in the afternoon for as low as $311. 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 at noon when prices are around $397.

What is the cheapest Boston Logan Intl to Kentucky flight route?

Fly from Boston Logan Intl to Louisville Intl for the best Boston Logan Intl - 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 Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Kentucky for around $389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kentucky from Boston for as low as $339 on momondo.

What cabin class options are available on Boston Logan Intl to Kentucky flights?

There are 4 cabin classes available to choose from on Boston Logan Intl 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 Boston to Kentucky flights?

You could potentially save up to 9% on your flight if you consider stops on a Boston to Kentucky flight.

Cheap Boston to Kentucky flight deals and tips

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

Best Price Found

$268

Fastest flight time

2h 22m

Direct flights

Every day

Airports in Kentucky

43 airports
The best one-way flight to Kentucky from Boston in the past 72 hours is $268. The best round-trip flight deal from Boston to Kentucky found on momondo in the last 72 hours is $333.
The fastest flight from Boston to Kentucky takes 2h 22m
Direct flights go from Boston to Kentucky every day.
There are 43 airports in Kentucky. From Boston there are direct flights to Louisville Intl (SDF), Nashville Intl (BNA), Cincinnati Cinci./N. Kentucky (CVG), Knoxville McGhee Tyson (TYS).
Search flight deals

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Kentucky?

    Prices for flights from Boston Logan Intl Airport to Kentucky are refreshed on a daily basis.

  • How many operators does momondo search for flights from Boston Logan Intl Airport to Kentucky?

  • How old do you have to be to fly from Boston Logan Intl Airport to Kentucky?

    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 Boston Logan Intl Airport to Kentucky.

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

    The necessary travel and health documents for your Kentucky trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Boston to Kentucky

Compare and see reviews for airlines that fly from Boston to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $100Free CancellationRating
6.3
8,407 reviews
Search Spirit Airlines flights
DeltaPriceFrom $207Free CancellationRating
7.9
8,138 reviews
Search Delta flights
United AirlinesPriceFrom $248Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,216 reviews
Search American Airlines flights
SouthwestPriceFrom $286Free CancellationRating
8.0
4,272 reviews
Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Boston to Kentucky. momondo saves you time and could save you money on your trip.

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

All flight searches from Boston to Kentucky on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Boston and Kentucky 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 Boston to Kentucky right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Kentucky, momondo offers a useful price alert feature which will track prices for flights to Kentucky from Boston and alert you when they change.

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.
Start using Trips
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