HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$44+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Boston 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 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 January 29, 2026.

This Gotogate deal was found by Cheapflights users on 1/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Thu 2/199:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/28$116
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Sun 2/229:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/26$117
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/126:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Thu 2/199:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/27$124
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 3/267:30 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sun 3/2910:30 am
BOS
-
TYS
Nonstop2h 32m
Allegiant Air
Deal found 1/28$133
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Tue 2/248:52 pm
BNA
-
BOS
1 stop18h 53m
Spirit Airlines
Tue 3/35:27 am
BOS
-
BNA
1 stop15h 21m
Spirit Airlines
Deal found 1/27$137
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Thu 2/196:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Sun 2/229:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/26$138
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Thu 2/269:28 am
BOS
-
TYS
Nonstop2h 41m
Allegiant Air
Deal found 1/26$139
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:10 am
BNA
-
BOS
Nonstop2h 30m
Southwest
Mon 3/97:25 pm
BOS
-
BNA
Nonstop2h 55m
Southwest
Deal found 1/28$139
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Fri 2/138:52 pm
BNA
-
BOS
1 stop21h 35m
Spirit Airlines
Mon 2/235:50 pm
BOS
-
BNA
1 stop14h 35m
Spirit Airlines
Deal found 1/28$140
This Mytrip deal was found by Cheapflights users on 1/27. 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.
Tue 3/38:30 am
BNA
-
BOS
1 stop14h 14m
Spirit Airlines
Wed 3/45:27 am
BOS
-
BNA
1 stop15h 21m
Spirit Airlines
Deal found 1/27$143
This CheapOair deal was found by Cheapflights users on 1/28. 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.
Tue 3/38:30 am
BNA
-
BOS
1 stop14h 14m
Spirit Airlines
Tue 3/105:27 am
BOS
-
BNA
1 stop15h 21m
Spirit Airlines
Deal found 1/28$144
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:15 pm
BNA
-
BOS
Nonstop2h 30m
Southwest
Fri 2/205:20 am
BOS
-
BNA
Nonstop3h 00m
Southwest
Deal found 1/26$147

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$116
(Gotogate)

One-way from

$44
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$388

Good round-trip deal

$491 or less

Good one-way deal

$312 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. 5% potential increase in price ($19 potential increase over avg. RT price).
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 January 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 January 29, 2026.
Use the filters below to find and compare flights from Kentucky to Boston that are best for you.

Fly from

Kentucky

Fly to

Boston

Route

Depart

Return

Price

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Sun 2/15

6:30 am-8:39 am

Nonstop2h 09m

Boston Logan Intl

Thu 2/19

9:29 am-12:12 pm

Nonstop2h 43m

$116

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 2/18

6:15 pm-9:45 pm

Nonstop2h 30m

Boston Logan Intl

Fri 2/20

5:20 am-7:20 am

Nonstop3h 00m

$147

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 3/17

7:05 am-10:43 am

Nonstop2h 38m

Boston Logan Intl

Tue 3/24

2:33 pm-4:35 pm

Nonstop3h 02m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 2/24

11:08 am-2:41 pm

Nonstop2h 33m

Boston Logan Intl

Fri 3/6

8:50 pm-10:54 pm

Nonstop3h 04m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 2/27

8:40 pm-12:10 am

Nonstop2h 30m

Boston Logan Intl

Sun 3/1

5:20 am-7:20 am

Nonstop3h 00m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 3/26

9:20 pm-12:45 am

Nonstop2h 25m

Boston Logan Intl

Mon 3/30

7:25 pm-9:20 pm

Nonstop2h 55m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 3/4

7:20 am-11:08 am

Nonstop2h 48m

Boston Logan Intl

Wed 3/11

12:00 pm-6:43 pm

1 stop7h 43m

$161

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 2/26

8:25 am-2:16 pm

1 stop4h 51m

Boston Logan Intl

Sun 3/8

8:03 pm-10:02 pm

Nonstop2h 59m

$172

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 2/24

8:56 am-2:16 pm

1 stop4h 20m

Boston Logan Intl

Sat 2/28

8:59 pm-11:03 pm

Nonstop3h 04m

$172

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 3/3

8:56 am-2:41 pm

1 stop4h 45m

Boston Logan Intl

Tue 3/10

9:08 am-11:12 am

Nonstop3h 04m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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

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 December is currently the most expensive (average of $248). 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 January 29, 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 9 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 09m. Fly via Allegiant Air, Southwest, or Delta to get the fastest option. Airlines will cover a distance of 829 mi. All flights are typically nonstop.

  • 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: Air France (100%), Scandinavian Airlines (100%), Delta( 96%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $559, our data shows the cheapest flight currently is $268. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $190 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 December is currently the most expensive (average of $248). 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
Hampton Beach
Watertown
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
Chelsea

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 Kentucky to Boston

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

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$139Average$339FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$174Average$216FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$384FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$375FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$294Average$438FlexibilityNo cancel feeOn-time69%

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.