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Cheap flights from Boston to Kentucky from $51

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 5/24. 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 Boston to Kentucky

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
9:06 am - 11:35 am
BOS
-
TYS
2h 29mnonstop
Allegiant Air Logo
6:30 am - 8:46 am
TYS
-
BOS
2h 16mnonstop
$129Allegiant Air
Sun, May 3 - Thu, May 7
Allegiant Air Logo
9:45 am - 12:14 pm
BOS
-
TYS
2h 29mnonstop
Allegiant Air Logo
7:30 am - 9:40 am
TYS
-
BOS
2h 10mnonstop
$133Allegiant Air
Sat, May 30 - Sun, May 31
Spirit Airlines Logo
9:45 am - 7:46 pm
BOS
-
BNA
11h 01m
1 stop
Spirit Airlines Logo
2:27 pm - 11:59 pm
BNA
-
BOS
8h 32m
1 stop
$171Spirit Airlines
Wed, Apr 1 - Wed, Apr 8
Spirit Airlines Logo
5:45 am - 1:29 pm
BOS
-
BNA
8h 44m
1 stop
Spirit Airlines Logo
6:15 am - 6:09 pm
BNA
-
BOS
10h 54m
1 stop
$174Spirit Airlines
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
7:15 am - 12:41 pm
BOS
-
LEX
5h 26m
1 stop
American Airlines Logo
1:11 pm - 8:36 pm
LEX
-
BOS
7h 25m
1 stop
$291American Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
10:05 am - 8:24 pm
BOS
-
LEX
10h 19m
2 stops
United Airlines Logo
7:50 pm - 12:59 am
LEX
-
BOS
5h 09m
1 stop
$296United Airlines
Sat, Apr 25 - Sat, May 2
United Airlines Logo
5:45 am - 1:13 pm
BOS
-
LEX
7h 28m
2 stops
United Airlines Logo
7:00 am - 4:36 pm
LEX
-
BOS
9h 36m
2 stops
$301United Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
9:30 am - 2:30 pm
BOS
-
TRI
5h 00m
1 stop
American Airlines Logo
5:05 am - 10:01 am
TRI
-
BOS
4h 56m
1 stop
$329American Airlines
Sat, May 16 - Wed, May 20
Delta Logo
6:30 pm - 11:14 pm
BOS
-
LEX
4h 44m
1 stop
Delta Logo
8:19 pm - 1:23 am
LEX
-
BOS
5h 04m
1 stop
$329Delta
Mon, May 4 - Mon, May 11
Delta Logo
4:45 pm - 11:53 pm
BOS
-
LEX
7h 08m
1 stop
Delta Logo
7:55 pm - 1:13 am
LEX
-
BOS
5h 18m
1 stop
$334Delta
Sat, Apr 4 - Tue, Apr 7

Southwest flights from Boston to Kentucky

Our best Southwest deals on Boston to Kentucky flight tickets
Southwest
Apr 4
BOS8:00 amBoston Logan Intl
3h 00m
BNA10:00 amNashville Intl
Apr 7
BNA5:30 amNashville Intl
7h 10m
1 stop
BOS1:40 pmBoston Logan Intl
$247
Southwest
Apr 1
BOS2:00 pmBoston Logan Intl
6h 00m
1 stop
BNA7:00 pmNashville Intl
Apr 2
BNA9:20 pmNashville Intl
2h 25m
BOS12:45 amBoston Logan Intl
$252
Southwest
Apr 2
BOS9:40 pmBoston Logan Intl
10h 50m
1 stop
BNA7:30 amNashville Intl
Apr 6
BNA9:20 pmNashville Intl
2h 25m
BOS12:45 amBoston Logan Intl
$253

Spirit Airlines flights from Boston to Kentucky

Our best Spirit Airlines deals on Boston to Kentucky flight tickets
Spirit Airlines
Apr 1
BOS9:45 amBoston Logan Intl
11h 01m
1 stop
BNA7:46 pmNashville Intl
Apr 8
BNA2:27 pmNashville Intl
8h 32m
1 stop
BOS11:59 pmBoston Logan Intl
$171
Spirit Airlines
Apr 1
BOS5:45 amBoston Logan Intl
8h 44m
1 stop
BNA1:29 pmNashville Intl
Apr 4
BNA6:15 amNashville Intl
10h 54m
1 stop
BOS6:09 pmBoston Logan Intl
$174
Spirit Airlines
Apr 4
BOS5:49 pmBoston Logan Intl
6h 49m
1 stop
BNA11:38 pmNashville Intl
Apr 8
BNA7:44 amNashville Intl
6h 44m
1 stop
BOS3:28 pmBoston Logan Intl
$179

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 March 21, 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

Cheapest round-trip

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sun 5/3

9:06 am-11:35 am

Nonstop2h 29m

Knoxville McGhee Tyson

Thu 5/7

6:30 am-8:46 am

Nonstop2h 16m

$129
Quickest round-trip

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sat 5/30

9:45 am-12:14 pm

Nonstop2h 29m

Knoxville McGhee Tyson

Sun 5/31

7:30 am-9:40 am

Nonstop2h 10m

$133

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 4/1

9:45 am-7:46 pm

1 stop11h 01m

Nashville Intl

Wed 4/8

2:27 pm-11:59 pm

1 stop8h 32m

$171

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Wed 4/1

5:45 am-1:29 pm

1 stop8h 44m

Nashville Intl

Sat 4/4

6:15 am-6:09 pm

1 stop10h 54m

$174

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Tue 4/28

7:15 am-12:41 pm

1 stop5h 26m

Lexington Blue Grass

Tue 5/5

1:11 pm-8:36 pm

1 stop7h 25m

$291

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 4/25

10:05 am-8:24 pm

2 stops10h 19m

Lexington Blue Grass

Sat 5/2

7:50 pm-12:59 am

1 stop5h 09m

$296

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 4/25

5:45 am-1:13 pm

2 stops7h 28m

Lexington Blue Grass

Sat 5/2

7:00 am-4:36 pm

2 stops9h 36m

$301

BostonBlountville

BOS - TRI

BOSTRI

Boston Logan Intl

Sat 5/16

9:30 am-2:30 pm

1 stop5h 00m

Blountville Tri Cities TN/VA

Wed 5/20

5:05 am-10:01 am

1 stop4h 56m

$329

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Mon 5/4

6:30 pm-11:14 pm

1 stop4h 44m

Lexington Blue Grass

Mon 5/11

8:19 pm-1:23 am

1 stop5h 04m

$329

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Sat 4/4

4:45 pm-11:53 pm

1 stop7h 08m

Lexington Blue Grass

Tue 4/7

7:55 pm-1:13 am

1 stop5h 18m

$334

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 December is your next best option. Flight prices from Boston to Kentucky during December average around $380.

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 $347. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $465. 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 $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 at noon when prices are around $408.

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 $399 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 $355 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 43% 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

$288

Fastest flight time

2h 22m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Kentucky

43 airports
The best one-way flight to Kentucky from Boston in the past 72 hours is $288. The best round-trip flight deal from Boston to Kentucky found on momondo in the last 72 hours is $405.
The fastest flight from Boston to Kentucky takes 2h 22m
Direct flights go from Boston to Kentucky on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Delta.
There are 43 airports in Kentucky. From Boston there are direct flights to 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
8,531 reviews
Search Spirit Airlines flights
DeltaPriceFrom $216Free CancellationRating
7.9
8,314 reviews
Search Delta flights
United AirlinesPriceFrom $248Free CancellationRating
7.4
9,455 reviews
Search United Airlines flights
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,487 reviews
Search American Airlines flights
SouthwestPriceFrom $318Free CancellationRating
8.0
4,324 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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