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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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$90
(Mytrip)

One-way from

$55
(Mytrip)

Popular in

October

Cheapest in

August

Average price

$359

Good round-trip deal

$335 or less

Good one-way deal

$207 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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High demand for flights, 0% 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 June 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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/12. 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 7/96:40 amTYS - BOS
Nonstop2h 15mAllegiant Air
Wed 7/239:45 amBOS - TYS
Nonstop2h 21mAllegiant Air
Deal found 6/12$90
This FlightHub deal was found by Cheapflights users on 6/11. 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.
Fri 8/227:00 amBNA - BOS
Nonstop2h 39mSpirit Airlines
Mon 8/2511:34 amBOS - BNA
Nonstop2h 46mSpirit Airlines
Deal found 6/11$98
This JetBlue deal was found by Cheapflights users on 6/10. 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 7/811:48 amBNA - BOS
Nonstop2h 37mJetBlue
Tue 7/154:19 pmBOS - BNA
Nonstop3h 03mJetBlue
Deal found 6/10$117
This Southwest deal was found by Cheapflights users on 6/11. 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.
Tue 8/56:55 pmBNA - BOS
Nonstop2h 35mSouthwest
Fri 8/85:35 amBOS - BNA
1 stop5h 35mSouthwest
Deal found 6/11$147
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 6/253:49 pmBNA - BOS
1 stop5h 58mAmerican Airlines
Wed 7/27:48 amBOS - BNA
1 stop5h 08mAmerican Airlines
Deal found 6/10$159
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/97:10 amTYS - BOS
2 stops12h 20mMultiple Airlines
Wed 7/239:45 amBOS - TYS
Nonstop2h 21mMultiple Airlines
Deal found 6/10$165
This Delta deal was found by Cheapflights users on 6/12. 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 8/127:30 amBNA - BOS
1 stop10h 01mDelta
Sat 8/167:20 pmBOS - BNA
Nonstop2h 56mDelta
Deal found 6/12$185
This Mytrip deal was found by Cheapflights users on 6/10. 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 6/249:00 amBNA - BOS
1 stop12h 56mMultiple Airlines
Tue 7/14:44 pmBOS - BNA
2 stops20h 59mMultiple Airlines
Deal found 6/10$204
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/112:14 pmLEX - BOS
1 stop10h 42mMultiple Airlines
Thu 7/106:10 amBOS - LEX
1 stop13h 56mMultiple Airlines
Deal found 6/11$215
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/126:36 amBNA - BOS
1 stop6h 07mUnited Airlines
Wed 7/161:02 pmBOS - BNA
1 stop5h 53mUnited Airlines
Deal found 6/10$222
This American Airlines deal was found by Cheapflights users on 6/12. 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 7/127:35 amTYS - BOS
1 stop4h 51mAmerican Airlines
Sat 7/191:05 pmBOS - TYS
1 stop7h 34mAmerican Airlines
Deal found 6/12$241
This Delta deal was found by Cheapflights users on 6/10. 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 7/2211:26 amTYS - BOS
1 stop7h 04mDelta
Thu 7/316:00 amBOS - TYS
1 stop4h 46mDelta
Deal found 6/10$245

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 June 12, 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

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Wed 7/9

6:40 am-8:55 am

Nonstop2h 15m

Boston Logan Intl

Wed 7/23

9:45 am-12:06 pm

Nonstop2h 21m

$90

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 8/22

7:00 am-10:39 am

Nonstop2h 39m

Boston Logan Intl

Mon 8/25

11:34 am-1:20 pm

Nonstop2h 46m

$98

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 7/8

11:48 am-3:25 pm

Nonstop2h 37m

Boston Logan Intl

Tue 7/15

4:19 pm-6:22 pm

Nonstop3h 03m

$117

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 8/5

6:55 pm-10:30 pm

Nonstop2h 35m

Boston Logan Intl

Fri 8/8

5:35 am-10:10 am

1 stop5h 35m

$147

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 6/25

3:49 pm-10:47 pm

1 stop5h 58m

Boston Logan Intl

Wed 7/2

7:48 am-11:56 am

1 stop5h 08m

$159

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Wed 7/9

7:10 am-7:30 pm

2 stops12h 20m

Boston Logan Intl

Wed 7/23

9:45 am-12:06 pm

Nonstop2h 21m

$165

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 8/12

7:30 am-6:31 pm

1 stop10h 01m

Boston Logan Intl

Sat 8/16

7:20 pm-9:16 pm

Nonstop2h 56m

$185

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Tue 6/24

9:00 am-10:56 pm

1 stop12h 56m

Boston Logan Intl

Tue 7/1

4:44 pm-12:43 pm

2 stops20h 59m

$204

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Tue 7/1

12:14 pm-10:56 pm

1 stop10h 42m

Boston Logan Intl

Thu 7/10

6:10 am-8:06 pm

1 stop13h 56m

$215

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Sat 7/12

6:36 am-1:43 pm

1 stop6h 07m

Boston Logan Intl

Wed 7/16

1:02 pm-5:55 pm

1 stop5h 53m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June is currently the most expensive (average of $306). 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 June 12, 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 June 12, 2025.

The most flights from USKY to BOS are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 June 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines 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
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 22 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 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 (100%), KLM (88%), Delta( 72%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $1,961, our data shows the cheapest flight currently is $161. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $192 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$205FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$386FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$220Average$412FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$293Average$406FlexibilityNo cancel feeOn-time63%

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