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$46+ Cheap flights from Kentucky to Boston (BOS)

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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Apr 2 — Apr 91
Thu 4/2
Thu 4/9
1 adult, Economy
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Cheap flight deals from Kentucky to Boston

Cheapest flights from Kentucky to Boston
Explore the most affordable flight options available from Kentucky to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/2. 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.
Thu 5/146:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Sun 5/2410:30 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/2$114
This Booking.com deal was found by Cheapflights users on 3/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/57:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Thu 4/99:06 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/2$121
This Cheapflightsfares deal was found by Cheapflights users on 2/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sun 3/2910:30 am
BOS
-
TYS
Nonstop2h 32m
Allegiant Air
Deal found 2/26$125
This CheapOair deal was found by Cheapflights users on 2/27. 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.
Wed 4/226:05 am
BNA
-
BOS
Nonstop2h 27m
Multiple Airlines
Sat 4/258:16 pm
BOS
-
BNA
1 stop13h 19m
Multiple Airlines
Deal found 2/27$128
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:05 am
BNA
-
BOS
Nonstop2h 46m
Delta
Wed 5/132:00 pm
BOS
-
BNA
1 stop7h 05m
Delta
Deal found 2/26$129
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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.
Fri 5/298:01 pm
BNA
-
BOS
1 stop12h 28m
Spirit Airlines
Sun 5/3110:25 am
BOS
-
BNA
1 stop9h 31m
Spirit Airlines
Deal found 2/27$131
This Expedia deal was found by Cheapflights users on 3/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:40 pm
BNA
-
BOS
Nonstop2h 33m
Multiple Airlines
Wed 4/89:45 am
BOS
-
BNA
1 stop11h 01m
Multiple Airlines
Deal found 3/3$133
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/89:50 am
BNA
-
BOS
1 stop4h 25m
Delta
Sat 4/114:20 pm
BOS
-
BNA
Nonstop3h 05m
Delta
Deal found 2/26$135
This Cheapflightsfares deal was found by Cheapflights users on 2/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:01 pm
BNA
-
BOS
1 stop12h 28m
Spirit Airlines
Mon 5/1110:25 am
BOS
-
BNA
1 stop9h 31m
Spirit Airlines
Deal found 2/28$141
This Expedia deal was found by Cheapflights users on 2/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:01 pm
BNA
-
BOS
1 stop12h 28m
Spirit Airlines
Sun 5/1010:25 am
BOS
-
BNA
1 stop9h 31m
Spirit Airlines
Deal found 2/27$142
This CheapOair deal was found by Cheapflights users on 3/3. 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.
Thu 5/148:01 pm
BNA
-
BOS
1 stop12h 28m
Multiple Airlines
Mon 5/188:45 pm
BOS
-
BNA
Nonstop2h 49m
Multiple Airlines
Deal found 3/3$143
This Delta deal was found by Cheapflights users on 2/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:35 pm
BNA
-
BOS
1 stop4h 38m
Delta
Tue 4/146:45 am
BOS
-
BNA
1 stop7h 44m
Delta
Deal found 2/26$145

Find flight deals from Kentucky to Boston

Keep the following information in mind while searching for Kentucky to Boston flight deals. Data was last updated March 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$114
(Cheapflightsfares)

One-way from

$46
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$379

Good round-trip deal

$433 or less

Good one-way deal

$268 or less
Provider with most accurate pricing for Louisville Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Boston Logan Intl flights.
Search Deals
From Kentucky to Boston Logan Intl
Search Deals
One-way flight from Kentucky to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Kentucky to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Kentucky to Boston Logan Intl.
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 5/7

6:00 am-9:29 am

Nonstop2h 29m

Boston Logan Intl

Mon 5/11

8:45 pm-10:34 pm

Nonstop2h 49m

$131

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 4/22

6:05 am-9:51 am

Nonstop2h 46m

Boston Logan Intl

Sun 4/26

7:25 am-9:33 am

Nonstop3h 08m

$158

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 5/6

5:30 am-1:40 pm

1 stop7h 10m

Boston Logan Intl

Wed 5/6

6:00 pm-7:55 pm

Nonstop2h 55m

$164

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 5/5

6:50 pm-10:24 pm

Nonstop2h 34m

Boston Logan Intl

Sat 5/9

8:45 pm-10:34 pm

Nonstop2h 49m

$177

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 5/23

7:52 pm-11:26 pm

Nonstop2h 34m

Boston Logan Intl

Sat 6/6

8:30 pm-10:20 pm

Nonstop2h 50m

$192

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 4/22

8:49 am-2:18 pm

1 stop4h 29m

Boston Logan Intl

Sat 4/25

7:45 pm-9:42 pm

Nonstop2h 57m

$197

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 7/14

6:30 pm-11:59 pm

1 stop4h 29m

Boston Logan Intl

Tue 7/21

8:00 am-12:18 pm

1 stop5h 18m

$267

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 5/5

7:25 am-1:51 pm

1 stop5h 26m

Boston Logan Intl

Tue 5/12

5:45 am-12:26 pm

2 stops7h 41m

$272

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 3/28

6:25 pm-12:05 am

1 stop4h 40m

Boston Logan Intl

Sun 3/29

8:10 am-10:05 am

Nonstop2h 55m

$272

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Fri 5/1

7:50 pm-12:59 am

1 stop5h 09m

Boston Logan Intl

Sun 5/3

5:45 am-1:18 pm

2 stops7h 33m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Kentucky 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 Kentucky to Boston

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

Currently, September is the cheapest month in which you can book a flight from Kentucky to Boston (average of $139). Flying from Kentucky to Boston in April is currently the most expensive (average of $250). 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 KY to BOS?

Find hourly flight availability from Kentucky to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 3, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Boston as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Boston. 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 into for flights to Boston from Kentucky?

    Most people fly into Boston Logan Intl (BOS) if they book a flight to Boston from Kentucky. Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Kentucky to Boston flight route?

    This flight path from Kentucky to Boston Logan Intl was viewed by 6 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Kentucky to Boston?

    There are many flights that can get you from Kentucky to Boston in 2h 29m. Fly via JetBlue, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 941 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Kentucky to Boston are Cincinnati Cinci./N. Kentucky - Boston Logan Intl, Nashville Intl - Boston Logan Intl and Louisville Intl - Boston Logan Intl.

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

    Before booking your flight to Boston from Kentucky, check out the most reliable airlines to get you to your destination on time: Republic Airways (89%), Delta (89%), Qatar Airways( 87%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $525, our data shows the cheapest flight currently is $231. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $217 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Boston 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 Kentucky to Boston?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to Boston (average of $139). Flying from Kentucky to Boston in April is currently the most expensive (average of $250). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Lincoln
Smithfield
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Lowell

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Kentucky to Boston

Discover the top 5 airlines that operate flights from Kentucky to Boston. 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 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$139Average$336FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$191Average$216FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$381FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$370FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$294Average$406FlexibilityNo cancel feeOn-time69%

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