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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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$117
(Cheapflightsfares)

One-way from

$50
(Cheapflightsfares)

Popular in

April

Cheapest in

November

Average price

$343

Good round-trip deal

$275 or less

Good one-way deal

$180 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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Highest demand for flights based on searches. 2% potential increase in price ($8 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 September 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 septiembre 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
jue. 10/163:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
lun. 10/2012:49 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Deal found 9/17$117
This Priceline deal was found by Cheapflights users on 9/17. 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.
lun. 10/63:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
lun. 10/2012:49 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Deal found 9/17$118
This flygcity.se deal was found by Cheapflights users on 9/15. 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. 10/210:45 amBNA - BOS
Nonstop2h 42mJetBlue
lun. 10/66:20 pmBOS - BNA
Nonstop3h 18mJetBlue
Deal found 9/15$121
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
lun. 10/63:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
mié. 10/86:16 amBOS - BNA
1 stop13h 06mSpirit Airlines
Deal found 9/15$126
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
lun. 10/63:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
mar. 10/76:16 amBOS - BNA
1 stop13h 06mSpirit Airlines
Deal found 9/15$129
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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.
jue. 10/233:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
dom. 10/2612:49 pmBOS - BNA
Nonstop2h 47mSpirit Airlines
Deal found 9/17$131
This Jettzy deal was found by Cheapflights users on 9/14. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/76:50 pmBNA - BOS
Nonstop2h 33mJetBlue
lun. 11/108:10 pmBOS - BNA
Nonstop3h 01mJetBlue
Deal found 9/14$134
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
jue. 10/233:41 pmBNA - BOS
Nonstop2h 35mSpirit Airlines
mar. 10/282:15 pmBOS - BNA
1 stop5h 55mSpirit Airlines
Deal found 9/16$135
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/76:50 pmBNA - BOS
Nonstop2h 33mJetBlue
mié. 11/127:05 amBOS - BNA
Nonstop3h 01mJetBlue
Deal found 9/15$137
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
mié. 10/19:00 amTYS - BOS
Nonstop2h 11mAllegiant Air
sáb. 10/411:21 amBOS - TYS
Nonstop2h 29mAllegiant Air
Deal found 9/16$177
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mar. 9/308:00 amTYS - BOS
Nonstop2h 17mMultiple Airlines
vie. 10/36:49 pmBOS - TYS
1 stop15h 29mMultiple Airlines
Deal found 9/16$179
This Booking.com deal was found by Cheapflights users on 9/15. 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.
mar. 9/308:00 amTYS - BOS
Nonstop2h 17mAllegiant Air
sáb. 10/411:21 amBOS - TYS
Nonstop2h 29mAllegiant Air
Deal found 9/15$183

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 septiembre 17, 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

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mié. 10/1

7:35 pm-11:12 pm

Nonstop2h 37m

Boston Logan Intl

sáb. 10/4

4:35 pm-6:40 pm

Nonstop3h 05m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mié. 11/12

7:05 am-10:44 am

Nonstop2h 39m

Boston Logan Intl

mié. 11/12

7:41 pm-9:57 pm

Nonstop3h 16m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

sáb. 10/25

7:05 am-10:48 am

Nonstop2h 43m

Boston Logan Intl

mar. 10/28

7:40 pm-9:44 pm

Nonstop3h 04m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

vie. 11/7

7:15 am-10:43 am

Nonstop2h 28m

Boston Logan Intl

dom. 11/9

8:15 pm-10:10 pm

Nonstop2h 55m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 11/6

7:15 am-10:43 am

Nonstop2h 28m

Boston Logan Intl

dom. 11/9

7:05 am-9:06 am

Nonstop3h 01m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 11/13

7:05 am-10:44 am

Nonstop2h 39m

Boston Logan Intl

sáb. 11/15

4:20 pm-6:34 pm

Nonstop3h 14m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 10/16

5:07 pm-8:49 pm

Nonstop2h 42m

Boston Logan Intl

lun. 10/20

8:30 am-10:18 am

Nonstop2h 48m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 10/30

6:50 pm-10:23 pm

Nonstop2h 33m

Boston Logan Intl

lun. 11/3

7:20 am-9:21 am

Nonstop3h 01m

$137

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

mié. 10/1

3:08 pm-7:11 pm

Nonstop3h 03m

Boston Logan Intl

vie. 10/31

8:10 pm-10:11 pm

Nonstop3h 01m

$152

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

jue. 10/2

7:35 pm-11:12 pm

Nonstop2h 37m

Boston Logan Intl

mar. 10/7

7:35 am-9:39 am

Nonstop3h 04m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 septiembre 17, 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.

Weekly flight availability from Kentucky to Boston

Explore weekly flight availability from Kentucky to Boston. 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 septiembre 17, 2025.

The most flights from USKY to BOS are scheduled on a Tuesday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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 11 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 37m. Fly via JetBlue, Delta, or Spirit Airlines to get the fastest option. Airlines will cover a distance of 941 mi. This flight may include one or multiple stops.

  • 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 $61. Users have also found prices from $74 and $79 on United Airlines and Delta, 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: Republic Airways (87%), Delta (85%), American Airlines( 74%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $290, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $207 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
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Chelsea
Warwick
Peabody
Quincy
York Beach
Swansea
Old Orchard Beach
Brockton
Waltham

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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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$166Average$342FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$171Average$216FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$397FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$378FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$445FlexibilityNo cancel feeOn-time69%

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