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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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$61
(Cheapflightsfares)

One-way from

$55
(Mytrip)

Popular in

April

Cheapest in

November

Average price

$353

Good round-trip deal

$355 or less

Good one-way deal

$207 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. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 5/96:00 amBNA - BOS
Nonstop2h 35mSpirit Airlines
Sun 5/1110:30 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Deal found 3/31$61
This Mytrip deal was found by Cheapflights users on 3/30. 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 5/87:15 amTYS - BOS
Nonstop2h 15mAllegiant Air
Sun 5/1110:20 amBOS - TYS
Nonstop2h 33mAllegiant Air
Deal found 3/30$90
This Mytrip deal was found by Cheapflights users on 3/30. 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 5/81:43 pmTYS - BOS
1 stop9h 46mMultiple Airlines
Sun 5/1110:20 amBOS - TYS
Nonstop2h 33mMultiple Airlines
Deal found 3/30$165
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/206:35 pmBNA - BOS
Nonstop2h 39mDelta
Mon 5/267:25 amBOS - BNA
Nonstop2h 50mDelta
Deal found 3/31$167
This JetBlue deal was found by Cheapflights users on 3/31. 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.
Thu 5/17:00 amBNA - BOS
Nonstop2h 29mJetBlue
Sun 5/45:25 pmBOS - BNA
Nonstop3h 00mJetBlue
Deal found 3/31$169
This Mytrip deal was found by Cheapflights users on 3/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:39 pmBNA - BOS
1 stop28h 50mMultiple Airlines
Wed 6/43:49 pmBOS - BNA
1 stop22h 58mMultiple Airlines
Deal found 3/29$183
This Mytrip deal was found by Cheapflights users on 3/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/215:45 amSDF - BOS
1 stop28h 42mSpirit Airlines
Thu 4/242:12 pmBOS - SDF
1 stop8h 05mSpirit Airlines
Deal found 3/29$184
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Mon 5/56:19 pmSDF - BOS
1 stop17h 05mMultiple Airlines
Fri 5/96:10 amBOS - SDF
1 stop11h 43mMultiple Airlines
Deal found 3/30$201
This Southwest deal was found by Cheapflights users on 3/31. 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 7/127:45 pmBNA - BOS
Nonstop2h 35mSouthwest
Tue 7/225:45 amBOS - BNA
2 stops5h 55mSouthwest
Deal found 3/31$232
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Mon 5/56:00 amCVG - BOS
3 stops35h 23mMultiple Airlines
Wed 5/73:49 pmBOS - CVG
1 stop20h 52mMultiple Airlines
Deal found 3/31$235
This CheapOair deal was found by Cheapflights users on 3/31. 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 8/127:27 pmCVG - BOS
1 stop13h 08mFrontier
Sat 8/166:00 amBOS - CVG
1 stop29h 28mFrontier
Deal found 3/31$242
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:44 amTYS - BOS
1 stop5h 34mDelta
Sat 5/312:00 pmBOS - TYS
1 stop4h 42mDelta
Deal found 3/31$251

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 March 31, 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

Fri 5/9

6:00 am-9:35 am

Nonstop2h 35m

Boston Logan Intl

Sun 5/11

10:30 am-12:18 pm

Nonstop2h 48m

$61

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 5/8

7:15 am-9:30 am

Nonstop2h 15m

Boston Logan Intl

Sun 5/11

10:20 am-12:53 pm

Nonstop2h 33m

$90

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 5/8

1:43 pm-11:29 pm

1 stop9h 46m

Boston Logan Intl

Sun 5/11

10:20 am-12:53 pm

Nonstop2h 33m

$165

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 5/20

7:00 am-10:33 am

Nonstop2h 33m

Boston Logan Intl

Tue 5/20

10:25 pm-12:10 am

Nonstop2h 45m

$167

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 4/17

10:55 am-2:30 pm

Nonstop2h 35m

Boston Logan Intl

Sun 4/20

3:55 pm-5:53 pm

Nonstop2h 58m

$177

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 5/27

5:39 pm-11:29 pm

1 stop28h 50m

Boston Logan Intl

Wed 6/4

3:49 pm-1:47 pm

1 stop22h 58m

$183

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Mon 4/21

5:45 am-10:27 am

1 stop28h 42m

Boston Logan Intl

Thu 4/24

2:12 pm-10:17 pm

1 stop8h 05m

$184

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Mon 5/5

6:19 pm-11:24 am

1 stop17h 05m

Boston Logan Intl

Fri 5/9

6:10 am-5:53 pm

1 stop11h 43m

$201

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 7/12

7:45 pm-11:20 pm

Nonstop2h 35m

Boston Logan Intl

Tue 7/22

5:45 am-10:40 am

2 stops5h 55m

$232

CincinnatiBoston

CVG - BOS

CVGBOS

Cincinnati Cinci./N. Kentucky

Mon 5/5

6:00 am-5:23 pm

3 stops35h 23m

Boston Logan Intl

Wed 5/7

3:49 pm-12:41 pm

1 stop20h 52m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

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 March 31, 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.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated March 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Kentucky to Boston to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 29 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 $55. Users have also found prices from $70 and $79 on Spirit Airlines and Frontier, 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: Scandinavian Airlines (83%), KLM (82%), Delta( 82%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $1,133, our data shows the cheapest flight currently is $137. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $158 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 Kentucky?

Book flights to Kentucky if you plan to visit one of these locations
Warwick
Marlborough
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

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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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$220FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$397FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$414FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$335FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$398FlexibilityNo cancel feeOn-time63%
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