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$55+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 January 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$99
(Mytrip)

One-way from

$55
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$388

Good round-trip deal

$408 or less

Good one-way deal

$279 or less
Provider with most accurate pricing for Louisville Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-Boston Logan Intl flights.
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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. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 15, 2026.

This Mytrip deal was found by Cheapflights users on 1/14. 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 Mytrip 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 1/14$99
This Mytrip deal was found by Cheapflights users on 1/14. 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 Mytrip 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
Sun 2/159:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/14$115
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Thu 2/199:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/14$124
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sun 2/156:30 am
TYS
-
BOS
Nonstop2h 09m
Allegiant Air
Sun 2/229:29 am
BOS
-
TYS
Nonstop2h 43m
Allegiant Air
Deal found 1/14$132
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Wed 2/48:40 am
BNA
-
BOS
1 stop14h 17m
Spirit Airlines
Tue 2/105:34 am
BOS
-
BNA
1 stop15h 09m
Spirit Airlines
Deal found 1/13$132
This Super.com deal was found by Cheapflights users on 1/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/59:50 am
BNA
-
BOS
Nonstop2h 31m
JetBlue
Sun 2/87:05 am
BOS
-
BNA
Nonstop3h 00m
JetBlue
Deal found 1/13$135
This Southwest deal was found by Cheapflights users on 1/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/712:40 pm
BNA
-
BOS
Nonstop2h 30m
Southwest
Mon 2/95:20 pm
BOS
-
BNA
Nonstop3h 00m
Southwest
Deal found 1/13$137
This JetBlue deal was found by Cheapflights users on 1/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/69:50 am
BNA
-
BOS
Nonstop2h 30m
JetBlue
Sat 2/77:05 am
BOS
-
BNA
Nonstop3h 00m
JetBlue
Deal found 1/13$138
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Wed 2/48:40 am
BNA
-
BOS
1 stop14h 17m
Spirit Airlines
Mon 2/95:23 pm
BOS
-
BNA
1 stop15h 02m
Spirit Airlines
Deal found 1/13$140
This Trip.com deal was found by Cheapflights users on 1/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:00 am
BNA
-
BOS
Nonstop2h 31m
JetBlue
Tue 3/38:59 pm
BOS
-
BNA
Nonstop3h 04m
JetBlue
Deal found 1/14$141
This Booking.com deal was found by Cheapflights users on 1/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
TYS
-
BOS
Nonstop2h 10m
Allegiant Air
Sun 3/229:00 am
BOS
-
TYS
Nonstop2h 32m
Allegiant Air
Deal found 1/14$142
This SmartFares deal was found by Cheapflights users on 1/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/69:50 am
BNA
-
BOS
Nonstop2h 30m
JetBlue
Mon 2/95:10 am
BOS
-
BNA
1 stop6h 03m
JetBlue
Deal found 1/14$142

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 15, 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

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 2/4

9:50 am-1:20 pm

Nonstop2h 30m

Boston Logan Intl

Sat 2/7

7:05 am-9:05 am

Nonstop3h 00m

$138

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 1/28

11:30 am-3:04 pm

Nonstop2h 34m

Boston Logan Intl

Sat 1/31

8:00 am-10:16 am

Nonstop3h 16m

$153

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 3/18

9:45 am-1:15 pm

Nonstop2h 30m

Boston Logan Intl

Sat 3/21

8:00 am-10:00 am

Nonstop3h 00m

$157

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 2/28

6:00 am-9:31 am

Nonstop2h 31m

Boston Logan Intl

Sat 3/7

8:59 pm-11:03 pm

Nonstop3h 04m

$158

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 2/4

9:50 am-1:20 pm

Nonstop2h 30m

Boston Logan Intl

Mon 2/9

5:10 am-10:13 am

1 stop6h 03m

$162

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 2/5

11:06 am-5:13 pm

1 stop5h 07m

Boston Logan Intl

Wed 2/11

7:05 am-9:05 am

Nonstop3h 00m

$162

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 2/6

9:50 am-1:20 pm

Nonstop2h 30m

Boston Logan Intl

Sun 2/8

5:10 am-10:13 am

1 stop6h 03m

$163

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 3/5

7:20 am-11:08 am

Nonstop2h 48m

Boston Logan Intl

Mon 3/9

7:15 pm-9:20 pm

Nonstop3h 05m

$167

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 2/12

8:50 am-2:24 pm

1 stop4h 34m

Boston Logan Intl

Mon 2/16

8:53 am-10:57 am

Nonstop3h 04m

$167

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 2/13

8:40 pm-12:10 am

Nonstop2h 30m

Boston Logan Intl

Fri 2/20

6:05 pm-11:00 pm

1 stop5h 55m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

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, 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 15, 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 10 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 30m. Fly via JetBlue, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 941 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( 93%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $494, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $199 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
Cambridge
Medford
Hampton Beach
Watertown
Seekonk
Brockton
Warwick
Seabrook
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$139Average$343FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$174Average$215FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$384FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$248Average$375FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$294Average$445FlexibilityNo cancel feeOn-time69%

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