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Cheap flights from Boston to Kentucky from $55

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 3/8. 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

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Allegiant Air Logo
9:29 am - 12:12 pm
BOS
-
TYS
2h 43mnonstop
Allegiant Air Logo
6:30 am - 8:39 am
TYS
-
BOS
2h 09mnonstop
$80Allegiant Air
Thu, Feb 12 - Sun, Feb 15
Spirit Airlines Logo
5:34 am - 2:41 pm
BOS
-
SDF
9h 07m1 stop
Spirit Airlines Logo
1:55 pm - 11:19 pm
SDF
-
BOS
9h 24m1 stop
$124Spirit Airlines
Tue, Jan 20 - Wed, Jan 21
Delta Logo
2:45 pm - 4:52 pm
BOS
-
BNA
3h 07mnonstop
Delta Logo
11:30 am - 3:04 pm
BNA
-
BOS
2h 34mnonstop
$127Delta
Wed, Jan 14 - Wed, Jan 21
Delta Logo
8:30 am - 10:40 am
BOS
-
BNA
3h 10mnonstop
Delta Logo
7:20 am - 11:10 am
BNA
-
BOS
2h 50mnonstop
$137Delta
Wed, Jan 7 - Sun, Jan 11
Southwest Logo
5:50 am - 11:25 am
BOS
-
BNA
6h 35m2 stops
Southwest Logo
5:00 pm - 8:30 pm
BNA
-
BOS
2h 30mnonstop
$142Southwest
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
12:56 pm - 5:53 pm
BOS
-
LEX
4h 57m1 stop
American Airlines Logo
4:35 pm - 10:22 pm
LEX
-
BOS
5h 47m1 stop
$269American Airlines
Fri, Jan 30 - Fri, Feb 6
American Airlines Logo
11:21 am - 4:55 pm
BOS
-
HTS
5h 34m1 stop
American Airlines Logo
5:20 pm - 11:51 pm
HTS
-
BOS
6h 31m1 stop
$278American Airlines
Fri, Jan 23 - Sun, Jan 25
United Airlines Logo
6:01 am - 1:16 pm
BOS
-
LEX
7h 15m1 stop
United Airlines Logo
5:48 pm - 12:45 am
LEX
-
BOS
6h 57m1 stop
$279United Airlines
Fri, Jan 2 - Mon, Jan 5
United Airlines Logo
5:20 am - 1:16 pm
BOS
-
LEX
7h 56m2 stops
United Airlines Logo
5:48 pm - 12:45 am
LEX
-
BOS
6h 57m1 stop
$284United Airlines
Fri, Jan 2 - Mon, Jan 5
Southwest Logo
2:40 pm - 7:40 pm
BOS
-
CVG
5h 00m1 stop
Southwest Logo
1:35 pm - 10:05 pm
CVG
-
BOS
8h 30m2 stops
$301Southwest
Wed, Jan 28 - Mon, Feb 2

JetBlue flights from Boston to Kentucky

Our best JetBlue deals on Boston to Kentucky flight tickets
JetBlue
Jan 14
BOS7:05 amBoston Logan Intl
3h 00m
BNA9:05 amNashville Intl
Jan 17
BNA9:50 amNashville Intl
2h 30m
BOS1:20 pmBoston Logan Intl
$125
Find similar
JetBlue
Jan 10
BOS7:05 amBoston Logan Intl
3h 00m
BNA9:05 amNashville Intl
Jan 16
BNA9:50 amNashville Intl
2h 31m
BOS1:21 pmBoston Logan Intl
$135
Find similar
JetBlue
Jan 20
BOS7:05 amBoston Logan Intl
3h 00m
BNA9:05 amNashville Intl
Jan 23
BNA9:50 amNashville Intl
2h 31m
BOS1:21 pmBoston Logan Intl
$141
Find similar

Delta flights from Boston to Kentucky

Our best Delta deals on Boston to Kentucky flight tickets
Delta
Jan 14
BOS2:45 pmBoston Logan Intl
3h 07m
BNA4:52 pmNashville Intl
Jan 21
BNA11:30 amNashville Intl
2h 34m
BOS3:04 pmBoston Logan Intl
$127
Find similar
Delta
Jan 7
BOS8:30 amBoston Logan Intl
3h 10m
BNA10:40 amNashville Intl
Jan 11
BNA7:20 amNashville Intl
2h 50m
BOS11:10 amBoston Logan Intl
$137
Find similar
Delta
Jan 10
BOS8:25 amBoston Logan Intl
3h 16m
BNA10:41 amNashville Intl
Jan 11
BNA7:20 amNashville Intl
2h 50m
BOS11:10 amBoston Logan Intl
$139
Find similar

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 December 18, 2025.
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

Thu 2/12

9:29 am-12:12 pm

Nonstop2h 43m

Knoxville McGhee Tyson

Sun 2/15

6:30 am-8:39 am

Nonstop2h 09m

$80

BostonLouisville

BOS - SDF

BOSSDF

Boston Logan Intl

Tue 1/20

5:34 am-2:41 pm

1 stop9h 07m

Louisville Intl

Wed 1/21

1:55 pm-11:19 pm

1 stop9h 24m

$124

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 1/14

2:45 pm-4:52 pm

Nonstop3h 07m

Nashville Intl

Wed 1/21

11:30 am-3:04 pm

Nonstop2h 34m

$127

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 1/7

8:30 am-10:40 am

Nonstop3h 10m

Nashville Intl

Sun 1/11

7:20 am-11:10 am

Nonstop2h 50m

$137

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 1/27

5:50 am-11:25 am

2 stops6h 35m

Nashville Intl

Sat 1/31

5:00 pm-8:30 pm

Nonstop2h 30m

$142

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Fri 1/30

12:56 pm-5:53 pm

1 stop4h 57m

Lexington Blue Grass

Fri 2/6

4:35 pm-10:22 pm

1 stop5h 47m

$269

BostonHuntington

BOS - HTS

BOSHTS

Boston Logan Intl

Fri 1/23

11:21 am-4:55 pm

1 stop5h 34m

Huntington Tri State

Sun 1/25

5:20 pm-11:51 pm

1 stop6h 31m

$278

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Fri 1/2

6:01 am-1:16 pm

1 stop7h 15m

Lexington Blue Grass

Mon 1/5

5:48 pm-12:45 am

1 stop6h 57m

$279

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Fri 1/2

5:20 am-1:16 pm

2 stops7h 56m

Lexington Blue Grass

Mon 1/5

5:48 pm-12:45 am

1 stop6h 57m

$284

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Wed 1/28

2:40 pm-7:40 pm

1 stop5h 00m

Cincinnati Cinci./N. Kentucky

Mon 2/2

1:35 pm-10:05 pm

2 stops8h 30m

$301

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 $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 $342. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $420. 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 $346. 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 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 $390 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 34% 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

$343

Fastest flight time

2h 23m

Direct flights

Every day

Airports in Kentucky

43 airports
The best one-way flight to Kentucky from Boston in the past 72 hours is $343. The best round-trip flight deal from Boston to Kentucky found on momondo in the last 72 hours is $372.
The fastest flight from Boston to Kentucky takes 2h 23m
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 $119Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
DeltaPriceFrom $240Free CancellationRating
7.9
8,005 reviews
Search Delta flights
United AirlinesPriceFrom $248Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
SouthwestPriceFrom $286Free CancellationRating
7.9
4,250 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.
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