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$50+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Kentucky to Boston

Keep the following information in mind while searching for Kentucky to Boston flight deals. Data was last updated August 14, 2025.

Round-trip from

$91
(Cheapflightsfares)

One-way from

$50
(Cheapflightsfares)

Popular in

October

Cheapest in

November

Average price

$342

Good round-trip deal

$289 or less

Good one-way deal

$222 or less
From Kentucky to Boston Logan Intl
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One-way flight from Kentucky to Boston Logan Intl
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Kentucky to Boston Logan Intl.
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Price to beat on a one-way flight from Kentucky to Boston Logan Intl.
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Find 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 August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 9/167:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Thu 9/2512:07 pmBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 8/12$97
This Mytrip deal was found by Cheapflights users on 8/12. 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 9/167:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Sat 9/2711:07 amBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 8/12$100
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 10/243:17 pmBNA - BOS
Nonstop2h 43mSpirit Airlines
Mon 10/2712:20 pmBOS - BNA
Nonstop2h 52mSpirit Airlines
Deal found 8/14$108
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Tue 9/167:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Tue 9/3011:07 amBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 8/14$112
This Gotogate deal was found by Cheapflights users on 8/12. 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.
Thu 9/49:00 amTYS - BOS
Nonstop2h 17mAllegiant Air
Sun 9/712:07 pmBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 8/12$115
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 11/72:18 pmBNA - BOS
Nonstop2h 44mSpirit Airlines
Fri 11/146:57 pmBOS - BNA
Nonstop2h 55mSpirit Airlines
Deal found 8/14$118
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 9/94:50 pmBNA - BOS
1 stop6h 07mSpirit Airlines
Tue 9/163:00 pmBOS - BNA
1 stop8h 34mSpirit Airlines
Deal found 8/13$121
This Trip.com deal was found by Cheapflights users on 8/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/29:00 amTYS - BOS
Nonstop2h 14mAllegiant Air
Tue 9/910:33 amBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 8/13$124
This Kissandfly.com deal was found by Cheapflights users on 8/13. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/27:35 pmBNA - BOS
Nonstop2h 37mJetBlue
Sun 10/58:00 amBOS - BNA
Nonstop2h 50mJetBlue
Deal found 8/13$127
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 12/116:00 amTYS - BOS
Nonstop2h 10mAllegiant Air
Sun 12/149:00 amBOS - TYS
Nonstop2h 31mAllegiant Air
Deal found 8/13$130
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/173:41 pmBNA - BOS
Nonstop2h 35mMultiple Airlines
Sun 10/198:31 amBOS - BNA
1 stop5h 31mMultiple Airlines
Deal found 8/14$130
This Priceline deal was found by Cheapflights users on 8/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/163:41 pmBNA - BOS
Nonstop2h 35mMultiple Airlines
Sun 10/198:31 amBOS - BNA
1 stop5h 31mMultiple Airlines
Deal found 8/13$132

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 August 14, 2025.
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

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Tue 9/23

10:33 am-12:55 pm

Nonstop2h 22m

$91

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Thu 9/25

12:07 pm-2:29 pm

Nonstop2h 22m

$97

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Sat 9/27

11:07 am-1:29 pm

Nonstop2h 22m

$100

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 10/23

3:17 pm-7:00 pm

Nonstop2h 43m

Boston Logan Intl

Sun 10/26

12:20 pm-2:12 pm

Nonstop2h 52m

$108

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 10/16

3:17 pm-7:00 pm

Nonstop2h 43m

Boston Logan Intl

Mon 10/20

12:20 pm-2:12 pm

Nonstop2h 52m

$108

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 10/24

3:17 pm-7:00 pm

Nonstop2h 43m

Boston Logan Intl

Mon 10/27

12:20 pm-2:12 pm

Nonstop2h 52m

$108

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 10/24

3:41 pm-7:16 pm

Nonstop2h 35m

Boston Logan Intl

Sun 10/26

12:49 pm-2:36 pm

Nonstop2h 47m

$108

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Tue 9/30

11:07 am-1:29 pm

Nonstop2h 22m

$112

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 9/4

9:00 am-11:17 am

Nonstop2h 17m

Boston Logan Intl

Sun 9/7

12:07 pm-2:29 pm

Nonstop2h 22m

$115

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 11/7

2:18 pm-6:02 pm

Nonstop2h 44m

Boston Logan Intl

Sun 11/9

6:57 pm-8:52 pm

Nonstop2h 55m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
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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, January is the cheapest month in which you can book a flight from Kentucky to Boston (average of $218). Flying from Kentucky to Boston in July is currently the most expensive (average of $311). 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 August 14, 2025.

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 21 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $50. Users have also found prices from $79 and $80 on Delta and Spirit Airlines, respectively.

  • 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: Delta (82%), Republic Airways (75%), American Airlines( 53%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $330, our data shows the cheapest flight currently is $130. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $223 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, January is the cheapest month in which you can book a flight from Kentucky to Boston (average of $218). Flying from Kentucky to Boston in July is currently the most expensive (average of $311). 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
Cambridge
Medford
Watertown
Hampton Beach
Waltham
Seabrook
Lowell
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Swansea
Saugus
Burlington
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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$166Average$366FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$171Average$216FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$382FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$393FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$445FlexibilityNo cancel feeOn-time69%

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