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Kentucky

$50+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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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 julio 30, 2025.

Round-trip from

$94
(CheapOair)

One-way from

$50
(Cheapflightsfares)

Popular in

May

Cheapest in

August

Average price

$403

Good round-trip deal

$289 or less

Good one-way deal

$130 or less
From Boston Logan Intl to Kentucky
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One-way flight from Boston Logan Intl to Kentucky
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Kentucky.
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Price to beat on a one-way flight from Boston Logan Intl to Kentucky.
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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 julio 30, 2025.

This CheapOair deal was found by Cheapflights users on 7/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/2712:18 pmBOS - BNA
Nonstop2h 52mSpirit Airlines
jue. 10/303:15 pmBNA - BOS
Nonstop2h 43mSpirit Airlines
Deal found 7/28$94
This Gotogate deal was found by Cheapflights users on 7/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/2311:03 amBOS - TYS
Nonstop2h 28mAllegiant Air
dom. 8/247:30 amTYS - BOS
Nonstop2h 14mAllegiant Air
Deal found 7/30$103
This flygcity.se deal was found by Cheapflights users on 7/28. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/218:59 pmBOS - BNA
Nonstop2h 53mJetBlue
lun. 8/257:10 amBNA - BOS
Nonstop2h 34mJetBlue
Deal found 7/28$141
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/58:35 pmBOS - BNA
Nonstop2h 58mDelta
vie. 9/126:40 pmBNA - BOS
Nonstop2h 37mDelta
Deal found 7/27$157
This Mytrip deal was found by Cheapflights users on 7/30. 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.
sáb. 8/2311:03 amBOS - TYS
Nonstop2h 28mMultiple Airlines
dom. 8/249:12 pmTYS - BOS
1 stop14h 06mMultiple Airlines
Deal found 7/30$166
This Southwest deal was found by Cheapflights users on 7/29. 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.
vie. 9/55:00 amBOS - BNA
Nonstop2h 40mSouthwest
lun. 9/86:00 amBNA - BOS
1 stop7h 05mSouthwest
Deal found 7/29$168
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/305:15 amBOS - LEX
1 stop4h 29mDelta
dom. 8/317:15 amLEX - BOS
1 stop6h 01mDelta
Deal found 7/29$217
This United Airlines deal was found by Cheapflights users on 7/29. 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.
mar. 9/911:00 amBOS - LEX
1 stop6h 07mUnited Airlines
mar. 9/167:00 amLEX - BOS
2 stops8h 14mUnited Airlines
Deal found 7/29$254
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/189:26 amBOS - LEX
1 stop6h 06mAmerican Airlines
mar. 8/1911:33 amLEX - BOS
1 stop7h 08mAmerican Airlines
Deal found 7/28$255
This Mytrip deal was found by Cheapflights users on 7/29. 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.
jue. 8/216:30 amBOS - SDF
1 stop7h 21mMultiple Airlines
dom. 8/2412:59 pmSDF - BOS
2 stops19h 11mMultiple Airlines
Deal found 7/29$261
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/96:08 amBOS - SDF
1 stop13h 27mSpirit Airlines
dom. 10/127:45 amSDF - BOS
1 stop6h 03mSpirit Airlines
Deal found 7/28$262
This Mytrip deal was found by Cheapflights users on 7/29. 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.
jue. 10/166:08 amBOS - LEX
1 stop12h 27mMultiple Airlines
dom. 10/197:25 pmLEX - BOS
1 stop15h 48mMultiple Airlines
Deal found 7/29$262

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 julio 30, 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

lun. 10/27

12:18 pm-2:10 pm

Nonstop2h 52m

Nashville Intl

jue. 10/30

3:15 pm-6:58 pm

Nonstop2h 43m

$94

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

sáb. 8/23

11:03 am-1:31 pm

Nonstop2h 28m

Knoxville McGhee Tyson

dom. 8/24

7:30 am-9:44 am

Nonstop2h 14m

$103

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

jue. 8/21

8:59 pm-10:52 pm

Nonstop2h 53m

Nashville Intl

lun. 8/25

7:10 am-10:44 am

Nonstop2h 34m

$141

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

vie. 9/5

5:00 am-6:40 am

Nonstop2h 40m

Nashville Intl

lun. 9/8

7:00 pm-10:35 pm

Nonstop2h 35m

$157

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

vie. 8/15

8:35 pm-10:31 pm

Nonstop2h 56m

Nashville Intl

lun. 8/18

6:25 am-10:05 am

Nonstop2h 40m

$158

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

sáb. 8/23

11:03 am-1:31 pm

Nonstop2h 28m

Knoxville McGhee Tyson

dom. 8/24

9:12 pm-11:18 am

1 stop14h 06m

$166

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

sáb. 8/30

5:15 am-9:44 am

1 stop4h 29m

Lexington Blue Grass

dom. 8/31

7:15 am-1:16 pm

1 stop6h 01m

$217

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

mar. 9/9

11:00 am-5:07 pm

1 stop6h 07m

Lexington Blue Grass

mar. 9/16

7:00 am-3:14 pm

2 stops8h 14m

$254

BostonLexington

BOS - LEX

BOSLEX

Boston Logan Intl

lun. 8/18

9:26 am-3:32 pm

1 stop6h 06m

Lexington Blue Grass

mar. 8/19

11:33 am-6:41 pm

1 stop7h 08m

$255

BostonLouisville

BOS - SDF

BOSSDF

Boston Logan Intl

jue. 8/21

6:30 am-1:51 pm

1 stop7h 21m

Louisville Intl

dom. 8/24

12:59 pm-8:10 am

2 stops19h 11m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 59 results
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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 julio 30, 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.

Weekly flight availability from Boston to Kentucky

Explore weekly flight availability from Boston to Kentucky. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 30, 2025.

The most flights from BOS to USKY are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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 julio 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Boston to Kentucky to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $50 on Allegiant Air. Other airlines that offer cheap prices include Spirit Airlines from $77 and Delta from $79 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: Delta (94%), Air France (93%), Korean Air (89%).

  • What are the cheapest flights from Boston to Kentucky?

    Looking at all options, your cheapest flight can be booked for $130. While the most popular route (Boston Logan Intl - Nashville Intl) can be booked for $95 on average our data indicates $253 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

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Alternative routes for Boston to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$157Average$230FlexibilityNo cancel feeOn-time65%
DeltaCheapest$228Average$430FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$249Average$448FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$253Average$419FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$268Average$396FlexibilityNo cancel feeOn-time63%

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