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$63+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
May 30 — Jun 61
Sat 5/30
Sat 6/6
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 April 30, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:45 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sat 5/309:45 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/29$117
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:45 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sun 5/2410:30 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/28$119
This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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.
Sat 6/66:45 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Sun 6/710:38 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/26$131
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:45 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Thu 5/2810:30 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/28$150
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/217:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sat 5/239:45 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/29$151
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Tue 7/711:40 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Deal found 4/29$159
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
Tue 10/208:30 am
TYS
-
BOS
Nonstop2h 12m
Allegiant Air
Sat 10/2410:32 am
BOS
-
TYS
Nonstop2h 30m
Allegiant Air
Deal found 4/28$167
This Cheapflightsfares deal was found by Cheapflights users on 4/25. 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 7/27:30 am
TYS
-
BOS
Nonstop2h 20m
Allegiant Air
Sat 7/49:40 am
BOS
-
TYS
Nonstop2h 22m
Allegiant Air
Deal found 4/25$168
This Flightnetwork deal was found by Cheapflights users on 4/29. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:45 am
TYS
-
BOS
Nonstop2h 18m
Allegiant Air
Sat 6/209:38 am
BOS
-
TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/29$171
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 5/146:30 am
TYS
-
BOS
Nonstop2h 16m
Allegiant Air
Sun 5/2410:30 am
BOS
-
TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/28$179
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:02 pm
BNA
-
BOS
1 stop27h 40m
Multiple Airlines
Mon 5/1810:17 am
BOS
-
BNA
1 stop13h 32m
Multiple Airlines
Deal found 4/27$190
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:08 pm
BNA
-
BOS
1 stop6h 34m
Multiple Airlines
Mon 5/1810:17 am
BOS
-
BNA
1 stop13h 32m
Multiple Airlines
Deal found 4/26$192

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Cheapflightsfares)

One-way from

$63
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$495

Good round-trip deal

$494 or less

Good one-way deal

$288 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. 12% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 30, 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

Cheapest round-trip

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 5/13

7:30 am-11:04 am

Nonstop2h 34m

Boston Logan Intl

Sat 5/16

7:45 pm-9:37 pm

Nonstop2h 52m

$247

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 6/2

6:22 pm-12:59 am

1 stop5h 37m

Boston Logan Intl

Tue 6/9

6:35 pm-11:21 pm

1 stop5h 46m

$247

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 6/3

11:55 am-6:35 pm

1 stop5h 40m

Boston Logan Intl

Tue 6/9

8:45 am-10:25 am

Nonstop2h 40m

$257

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 6/6

7:00 am-1:32 pm

1 stop5h 32m

Boston Logan Intl

Sun 6/7

5:45 am-9:29 am

1 stop4h 44m

$267

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 5/22

6:34 pm-1:14 am

1 stop5h 40m

Boston Logan Intl

Mon 5/25

7:00 pm-11:02 pm

1 stop5h 02m

$267

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Sat 5/23

1:45 pm-11:17 am

2 stops21h 32m

Boston Logan Intl

Sat 5/30

9:45 am-12:14 pm

Nonstop2h 29m

$274

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Tue 7/7

6:04 pm-11:59 pm

1 stop5h 55m

Boston Logan Intl

Sat 7/11

5:30 am-10:01 am

1 stop4h 31m

$275

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Mon 6/15

8:35 pm-12:10 am

Nonstop2h 35m

Boston Logan Intl

Wed 6/17

5:35 am-10:10 am

1 stop5h 35m

$282
Quickest round-trip

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Mon 6/15

8:25 pm-11:59 pm

Nonstop2h 34m

Boston Logan Intl

Tue 6/16

6:00 am-7:50 am

Nonstop2h 50m

$287

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 6/10

7:13 am-10:55 am

Nonstop2h 42m

Boston Logan Intl

Fri 6/12

5:30 am-9:04 am

1 stop4h 34m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

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

How far ahead should I book a flight from Kentucky to Boston?

Booking 66 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kentucky to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, October is the cheapest month in which you can book a flight from Kentucky to Boston (average of $125). Flying from Kentucky to Boston in February is currently the most expensive (average of $268). 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 April 30, 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.

How much does it cost to fly round-trip from Kentucky to Boston?

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 5 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 34m. Fly via JetBlue, United Airlines, 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 (92%), KLM (83%), American Airlines( 83%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $569, our data shows the cheapest flight currently is $251. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $205 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, October is the cheapest month in which you can book a flight from Kentucky to Boston (average of $125). Flying from Kentucky to Boston in February is currently the most expensive (average of $268). 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
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
Seabrook
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell
Braintree

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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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$139Average$358FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$191Average$216FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$383FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$361FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$294Average$437FlexibilityNo cancel feeOn-time69%

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