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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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Priceline
3 stars

Round-trip from

$84
(FlightHub)

One-way from

$55
(Booking.com)

Popular in

October

Cheapest in

November

Average price

$384

Good round-trip deal

$338 or less

Good one-way deal

$172 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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High demand for flights, 2% potential price rise
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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 April 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 April 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:00 amBNA - BOS
Nonstop2h 35mSpirit Airlines
Sun 6/110:30 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Deal found 4/29$75
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Wed 5/216:50 amTYS - BOS
Nonstop2h 14mAllegiant Air
Wed 5/289:54 amBOS - TYS
Nonstop2h 28mAllegiant Air
Deal found 4/28$90
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 5/296:00 amBNA - BOS
Nonstop2h 35mMultiple Airlines
Mon 6/23:49 pmBOS - BNA
1 stop26h 00mMultiple Airlines
Deal found 4/29$130
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/136:55 pmBNA - BOS
Nonstop2h 36mJetBlue
Tue 5/2010:25 pmBOS - BNA
Nonstop2h 45mJetBlue
Deal found 4/29$147
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 5/299:30 amTYS - BOS
Nonstop2h 14mMultiple Airlines
Wed 6/45:45 amBOS - TYS
1 stop13h 34mMultiple Airlines
Deal found 4/29$152
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:35 pmBNA - BOS
Nonstop2h 30mSouthwest
Sat 6/145:00 amBOS - BNA
Nonstop2h 40mSouthwest
Deal found 4/29$162
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:35 pmBNA - BOS
Nonstop2h 39mDelta
Tue 5/137:15 pmBOS - BNA
Nonstop2h 58mDelta
Deal found 4/29$177
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/315:00 amBNA - BOS
1 stop5h 09mAmerican Airlines
Sat 5/312:26 pmBOS - BNA
1 stop6h 50mAmerican Airlines
Deal found 4/29$181
This Booking.com deal was found by Cheapflights users on 4/28. 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 6/511:23 amSDF - BOS
1 stop12h 24mSpirit Airlines
Tue 6/105:45 amBOS - SDF
1 stop6h 18mSpirit Airlines
Deal found 4/28$181
This Mytrip deal was found by Cheapflights users on 4/28. 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 5/2012:58 pmSDF - BOS
1 stop20h 11mMultiple Airlines
Thu 5/2211:31 amBOS - SDF
1 stop26h 38mMultiple Airlines
Deal found 4/28$191
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/157:00 amCVG - BOS
Nonstop2h 16mFrontier
Mon 5/1912:00 pmBOS - CVG
1 stop7h 01mFrontier
Deal found 4/29$219
This Mytrip deal was found by Cheapflights users on 4/28. 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.
Wed 5/281:49 pmCVG - BOS
1 stop24h 55mMultiple Airlines
Wed 6/410:04 amBOS - CVG
2 stops26h 10mMultiple Airlines
Deal found 4/28$224

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 April 30, 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 5/30

6:00 am-9:35 am

Nonstop2h 35m

Boston Logan Intl

Sun 6/1

10:30 am-12:18 pm

Nonstop2h 48m

$84

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Wed 5/21

6:50 am-9:04 am

Nonstop2h 14m

Boston Logan Intl

Wed 5/28

9:54 am-12:22 pm

Nonstop2h 28m

$90

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 5/29

6:00 am-9:35 am

Nonstop2h 35m

Boston Logan Intl

Mon 6/2

3:49 pm-4:49 pm

1 stop26h 00m

$130

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Thu 5/29

9:30 am-11:44 am

Nonstop2h 14m

Boston Logan Intl

Wed 6/4

5:45 am-7:19 pm

1 stop13h 34m

$152

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 5/20

6:55 pm-10:31 pm

Nonstop2h 36m

Boston Logan Intl

Mon 5/26

7:00 am-8:52 am

Nonstop2h 52m

$167

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 6/6

8:35 pm-12:05 am

Nonstop2h 30m

Boston Logan Intl

Mon 6/9

5:50 am-1:05 pm

2 stops8h 15m

$172

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 7/2

9:55 am-3:11 pm

1 stop4h 16m

Boston Logan Intl

Wed 7/2

4:48 pm-9:26 pm

1 stop5h 38m

$181

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Thu 6/5

11:23 am-11:47 pm

1 stop12h 24m

Boston Logan Intl

Tue 6/10

5:45 am-12:03 pm

1 stop6h 18m

$181

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Tue 5/20

12:58 pm-9:09 am

1 stop20h 11m

Boston Logan Intl

Thu 5/22

11:31 am-2:09 pm

1 stop26h 38m

$191

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 5/9

4:32 pm-10:27 pm

1 stop4h 55m

Boston Logan Intl

Sun 5/11

6:00 am-11:21 am

1 stop6h 21m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 April 30, 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 April 30, 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
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 24 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 $63 and $74 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 (94%), Delta (84%), KLM( 81%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $499, 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 $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 Kentucky?

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

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Alternative routes for Kentucky to Boston

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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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$140Average$218FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$405FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$212Average$410FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$271Average$336FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$397FlexibilityNo cancel feeOn-time63%

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