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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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$88
(Kiwi.com)

One-way from

$55
(Mytrip)

Popular in

April

Cheapest in

November

Average price

$369

Good round-trip deal

$343 or less

Good one-way deal

$216 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. 3% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/135:45 amBNA - BOS
Nonstop2h 38mSpirit Airlines
Tue 3/185:45 amBOS - BNA
1 stop6h 37mSpirit Airlines
Deal found 2/20$88
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Thu 4/36:20 amTYS - BOS
Nonstop2h 15mAllegiant Air
Sun 4/69:25 amBOS - TYS
Nonstop2h 33mAllegiant Air
Deal found 2/20$90
This Justfly.com deal was found by Cheapflights users on 2/20. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1410:03 amBNA - BOS
1 stop10h 34mMultiple Airlines
Tue 3/186:00 amBOS - BNA
1 stop27h 27mMultiple Airlines
Deal found 2/20$113
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 4/44:12 pmTYS - BOS
1 stop17h 17mMultiple Airlines
Sun 4/69:25 amBOS - TYS
Nonstop2h 33mMultiple Airlines
Deal found 2/20$145
This FlightHub deal was found by Cheapflights users on 2/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:00 amSDF - BOS
1 stop15h 52mSpirit Airlines
Tue 4/85:15 amBOS - SDF
1 stop11h 01mSpirit Airlines
Deal found 2/18$154
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Fri 3/76:22 pmSDF - BOS
1 stop15h 37mMultiple Airlines
Sun 3/91:56 pmBOS - SDF
1 stop28h 25mMultiple Airlines
Deal found 2/19$175
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 3/137:10 amBNA - BOS
Nonstop2h 36mDelta
Tue 3/187:44 pmBOS - BNA
Nonstop3h 11mDelta
Deal found 2/20$177
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Tue 3/1110:39 amBNA - BOS
1 stop6h 54mJetBlue
Tue 3/187:59 pmBOS - BNA
Nonstop3h 03mJetBlue
Deal found 2/20$187
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/146:43 amBNA - BOS
1 stop5h 02mUnited Airlines
Tue 3/185:30 amBOS - BNA
2 stops8h 00mUnited Airlines
Deal found 2/20$203
This Southwest deal was found by Cheapflights users on 2/20. 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.
Thu 3/135:10 amBNA - BOS
1 stop4h 40mSouthwest
Mon 3/175:35 amBOS - BNA
2 stops6h 35mSouthwest
Deal found 2/20$212
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Sat 3/299:03 pmCVG - BOS
1 stop12h 56mMultiple Airlines
Mon 3/318:59 amBOS - CVG
1 stop28h 35mMultiple Airlines
Deal found 2/20$260
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Thu 5/17:00 amCVG - BOS
Nonstop2h 16mFrontier
Sun 5/410:24 amBOS - CVG
1 stop14h 19mFrontier
Deal found 2/19$265

Find flights from Kentucky to Boston within your budget

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 February 20, 2025.

Fly from

Kentucky

Fly to

Boston

Route

Depart

Return

Price

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 3/13

5:45 am-9:23 am

Nonstop2h 38m

Boston Logan Intl

Tue 3/18

5:45 am-11:22 am

1 stop6h 37m

$88

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 4/3

6:20 am-8:35 am

Nonstop2h 15m

Boston Logan Intl

Sun 4/6

9:25 am-11:58 am

Nonstop2h 33m

$90

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 3/14

10:03 am-9:37 pm

1 stop10h 34m

Boston Logan Intl

Tue 3/18

6:00 am-8:27 am

1 stop27h 27m

$113

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Fri 4/4

4:12 pm-9:29 am

1 stop17h 17m

Boston Logan Intl

Sun 4/6

9:25 am-11:58 am

Nonstop2h 33m

$145

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Tue 4/1

6:00 am-9:52 pm

1 stop15h 52m

Boston Logan Intl

Tue 4/8

5:15 am-4:16 pm

1 stop11h 01m

$154

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Fri 3/7

6:22 pm-9:59 am

1 stop15h 37m

Boston Logan Intl

Sun 3/9

1:56 pm-6:21 pm

1 stop28h 25m

$175

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 3/13

7:10 am-10:46 am

Nonstop2h 36m

Boston Logan Intl

Tue 3/18

7:44 pm-9:55 pm

Nonstop3h 11m

$177

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 3/11

10:39 am-6:33 pm

1 stop6h 54m

Boston Logan Intl

Sun 3/16

8:00 pm-10:03 pm

Nonstop3h 03m

$187

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 3/14

6:43 am-12:45 pm

1 stop5h 02m

Boston Logan Intl

Tue 3/18

5:30 am-12:30 pm

2 stops8h 00m

$203

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 3/13

5:10 am-10:50 am

1 stop4h 40m

Boston Logan Intl

Mon 3/17

5:35 am-11:10 am

2 stops6h 35m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Kentucky to Boston

Get recent, data-driven insights about flights from Kentucky to Boston including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 30 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 $68 and $79 on Spirit Airlines and JetBlue, 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 (80%), Delta (79%), KLM( 79%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $586, our data shows the cheapest flight currently is $167. 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, 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
Brockton
Waltham
Cambridge
Sturbridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
Watertown
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$221FlexibilityNo cancel feeOn-time65%
DeltaCheapest$198Average$404FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$419FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$238Average$331FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$406FlexibilityNo cancel feeOn-time63%
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