HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$55+ Cheap flights from Boston (BOS) to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Kentucky with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Boston to Kentucky

Keep the following information in mind while searching for Boston to Kentucky flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$81
(Cheapflightsfares)

One-way from

$55
(Cheapflightsfares)

Popular in

September

Cheapest in

January

Average price

$371

Good round-trip deal

$299 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
Search Deals
From Boston Logan Intl to Kentucky
Search Deals
One-way flight from Boston Logan Intl to Kentucky
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Kentucky.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Kentucky.
Search Deals

Find flight deals from Boston to Kentucky

Cheapest flights from Boston to Kentucky
Explore the most affordable flight options available from Boston to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/57:48 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Tue 5/1312:10 pmBNA - BOS
1 stop10h 19mSpirit Airlines
Deal found 3/27$81
This Mytrip deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1211:55 amBOS - TYS
Nonstop2h 33mAllegiant Air
Sun 4/137:15 amTYS - BOS
Nonstop2h 15mAllegiant Air
Deal found 3/26$111
This JetBlue deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/56:00 amBOS - BNA
Nonstop2h 59mJetBlue
Tue 5/139:37 amBNA - BOS
Nonstop2h 36mJetBlue
Deal found 3/27$117
This Mytrip deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/511:14 amBOS - BNA
2 stops29h 03mMultiple Airlines
Mon 4/72:43 pmBNA - BOS
Nonstop2h 38mMultiple Airlines
Deal found 3/27$160
This Mytrip deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/186:10 amBOS - TYS
1 stop13h 59mMultiple Airlines
Thu 5/299:30 amTYS - BOS
Nonstop2h 14mMultiple Airlines
Deal found 3/27$160
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/135:00 amBOS - BNA
Nonstop2h 40mSouthwest
Tue 6/178:25 pmBNA - BOS
Nonstop2h 30mSouthwest
Deal found 3/27$167
This Mytrip deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/163:49 pmBOS - CVG
1 stop28h 25mMultiple Airlines
Mon 5/192:36 pmCVG - BOS
1 stop24h 08mMultiple Airlines
Deal found 3/28$180
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1110:16 amBOS - CVG
Nonstop2h 29mFrontier
Sun 5/187:00 amCVG - BOS
Nonstop2h 16mFrontier
Deal found 3/27$190
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/51:43 pmBOS - BNA
1 stop5h 54mAmerican Airlines
Tue 4/86:12 amBNA - BOS
1 stop4h 01mAmerican Airlines
Deal found 3/27$194
This Mytrip deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:10 amBOS - LEX
1 stop9h 47mMultiple Airlines
Sun 5/188:57 amLEX - BOS
1 stop25h 39mMultiple Airlines
Deal found 3/26$222
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/57:00 amBOS - BNA
1 stop5h 36mUnited Airlines
Mon 5/56:24 pmBNA - BOS
1 stop4h 35mUnited Airlines
Deal found 3/27$224
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:00 amBOS - TYS
1 stop6h 04mAmerican Airlines
Wed 4/3010:35 amTYS - BOS
1 stop4h 25mAmerican Airlines
Deal found 3/27$241

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from Boston to Kentucky that are best for you.

Fly from

Boston

Fly to

Kentucky

Route

Depart

Return

Price

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 5/5

7:48 pm-9:35 pm

Nonstop2h 47m

Nashville Intl

Tue 5/13

12:10 pm-11:29 pm

1 stop10h 19m

$81

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sat 4/12

11:55 am-2:28 pm

Nonstop2h 33m

Knoxville McGhee Tyson

Sun 4/13

7:15 am-9:30 am

Nonstop2h 15m

$111

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 5/5

6:00 am-7:59 am

Nonstop2h 59m

Nashville Intl

Tue 5/13

9:37 am-1:13 pm

Nonstop2h 36m

$117

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 4/12

5:45 am-7:25 am

1 stop26h 40m

Nashville Intl

Wed 4/16

3:07 pm-6:43 pm

Nonstop2h 36m

$138

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Sun 5/18

6:10 am-8:09 pm

1 stop13h 59m

Knoxville McGhee Tyson

Thu 5/29

9:30 am-11:44 am

Nonstop2h 14m

$160

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Fri 6/13

5:00 am-6:40 am

Nonstop2h 40m

Nashville Intl

Tue 6/17

8:25 pm-11:55 pm

Nonstop2h 30m

$167

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Fri 5/16

3:49 pm-8:14 pm

1 stop28h 25m

Cincinnati Cinci./N. Kentucky

Mon 5/19

2:36 pm-2:44 pm

1 stop24h 08m

$180

BostonCincinnati

BOS - CVG

BOSCVG

Boston Logan Intl

Sun 5/11

10:16 am-12:45 pm

Nonstop2h 29m

Cincinnati Cinci./N. Kentucky

Sun 5/18

7:00 am-9:16 am

Nonstop2h 16m

$190

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 4/14

7:56 am-1:38 pm

1 stop6h 42m

Nashville Intl

Mon 4/14

7:19 pm-12:30 am

1 stop4h 11m

$198

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

Thu 5/15

6:10 am-3:57 pm

1 stop9h 47m

Lexington Blue Grass

Sun 5/18

8:57 am-10:36 am

1 stop25h 39m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Boston to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Kentucky

What is the cheapest month to book a flight from Boston to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Boston to Kentucky (average of $299). Flying from Boston to Kentucky in April is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to KY?

Find hourly flight availability from Boston to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

When flying from Boston to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated March 28, 2025.
To help decide which airline to fly from Boston to Kentucky, see what other customers have to say about Southwest, Alaska Airlines and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.1
Very good
4,273 reviews

Overall

8.1

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Boston to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Kentucky?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Kentucky from Boston.

  • What are the cheapest airlines to fly from Boston to Kentucky one-way?

    One-way options have recently been found by users for as low as $55 on Allegiant Air. Other airlines that offer cheap prices include JetBlue from $59 and United Airlines from $64 one-way.

  • What are the most popular routes from Boston to Kentucky?

    Most travelers choose Boston Logan Intl - Nashville Intl, Boston Logan Intl - Cincinnati Cinci./N. Kentucky or Boston Logan Intl - Louisville Intl when deciding on the best route from Boston to Kentucky.

  • What are the most reliable airlines from Boston to Kentucky?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Boston to Kentucky on time: KLM (88%), Korean Air (88%), Virgin Atlantic (88%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $161. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $51 on average our data indicates $290 when flying from Boston to Kentucky.

  • Can I find deals for flights from Boston to Kentucky that include hotel bookings?

    Yes. In addition to deals on Boston to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Kentucky.

  • Can I find deals for business class flights from Boston to Kentucky?

    Yes. Cheapflights offers flight deals from Boston to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Boston to Kentucky (average of $299). Flying from Boston to Kentucky in April is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Orlando flights
Boston to Las Vegas flights
Boston to Los Angeles flights
Boston to Fort Lauderdale flights
Boston to Miami flights
Boston to Seattle flights
Boston to O'Hare Intl flights
Boston to Reagan-National flights
Boston to Dulles Intl flights
Boston to Dallas/Fort Worth flights
Boston to Baltimore flights
Boston to Tampa flights
Boston to Denver flights
Boston to Newark flights
Boston to Sky Harbor Intl flights
Boston to Atlanta flights
Hartford to Orlando flights
Boston to San Francisco flights
Boston to Nashville flights
Boston to Charleston flights
Boston to Charlotte flights
Boston to Austin flights
Boston to Philadelphia flights
Boston to LaGuardia flights
Boston to Raleigh flights
Boston to Hobby flights
Boston to Fort Myers flights
Boston to San Diego flights
Boston to John F Kennedy Intl flights
Boston to New Orleans flights
Boston to George Bush Intcntl flights
Boston to West Palm Beach flights
Boston to Midway flights
Boston to Salt Lake City flights
Hartford to Fort Lauderdale flights
Hartford to O'Hare Intl flights
Hartford to Tampa flights
Boston to Minneapolis flights
Boston to Pittsburgh flights
Boston to Ontario flights
Boston to Cincinnati flights
Boston to Richmond flights
Boston to Indianapolis flights
Boston to Detroit flights
Boston to Jacksonville flights
Hartford to Denver flights
Hartford to Atlanta flights
Hartford to Miami flights
Boston to Portland flights
Boston to Burbank flights

Top 5 airlines flying from Boston to Kentucky

Discover the top 5 airlines that operate flights from Boston to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$232FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$446FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$405FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$476FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$258Average$384FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.