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$50+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$80
(Priceline)

One-way from

$50
(Mytrip)

Popular in

July

Cheapest in

February

Average price

$387

Good round-trip deal

$347 or less

Good one-way deal

$283 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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Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/712:15 pmBNA - BOS
Nonstop2h 28mSpirit Airlines
Fri 8/89:32 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Deal found 6/29$80
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Tue 9/237:30 amTYS - BOS
Nonstop2h 13mAllegiant Air
Thu 9/2512:07 pmBOS - TYS
Nonstop2h 22mAllegiant Air
Deal found 6/30$85
This Priceline deal was found by Cheapflights users on 6/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2512:15 pmBNA - BOS
Nonstop2h 28mMultiple Airlines
Sun 7/279:01 amBOS - BNA
1 stop4h 49mMultiple Airlines
Deal found 6/29$122
This Mytrip deal was found by Cheapflights users on 6/30. 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.
Sun 10/269:00 amTYS - BOS
Nonstop2h 11mMultiple Airlines
Mon 10/276:00 amBOS - TYS
1 stop9h 14mMultiple Airlines
Deal found 6/30$152
This Mytrip deal was found by Cheapflights users on 7/1. 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 7/1512:13 pmLEX - BOS
1 stop11h 35mMultiple Airlines
Mon 7/218:39 pmBOS - LEX
1 stop14h 44mMultiple Airlines
Deal found 7/1$207
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/178:17 pmLEX - BOS
1 stop4h 21mAmerican Airlines
Mon 9/227:45 amBOS - LEX
1 stop7h 21mAmerican Airlines
Deal found 6/30$249
This United Airlines deal was found by Cheapflights users on 6/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/125:44 pmLEX - BOS
1 stop5h 48mUnited Airlines
Tue 8/192:40 pmBOS - LEX
2 stops8h 57mUnited Airlines
Deal found 6/29$254
This Delta deal was found by Cheapflights users on 6/29. 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 8/276:01 amCVG - BOS
Nonstop2h 19mDelta
Tue 9/26:25 pmBOS - CVG
Nonstop2h 44mDelta
Deal found 6/29$264
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Fri 7/117:30 pmCVG - BOS
2 stops22h 51mMultiple Airlines
Mon 7/1412:51 pmBOS - CVG
1 stop10h 40mMultiple Airlines
Deal found 6/29$265
This Southwest deal was found by Cheapflights users on 6/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/97:05 amCVG - BOS
2 stops10h 15mSouthwest
Mon 8/185:35 amBOS - CVG
2 stops9h 10mSouthwest
Deal found 6/30$268
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/93:28 pmCVG - BOS
1 stop8h 31mAmerican Airlines
Mon 8/184:00 pmBOS - CVG
Nonstop2h 34mAmerican Airlines
Deal found 6/30$269
This Frontier deal was found by Cheapflights users on 6/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/117:27 pmCVG - BOS
1 stop13h 08mFrontier
Sat 7/199:40 amBOS - CVG
1 stop8h 21mFrontier
Deal found 6/29$274

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 July 1, 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

Thu 8/7

12:15 pm-3:43 pm

Nonstop2h 28m

Boston Logan Intl

Fri 8/8

9:32 am-11:20 am

Nonstop2h 48m

$80

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/23

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Thu 9/25

12:07 pm-2:29 pm

Nonstop2h 22m

$85

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 7/25

12:15 pm-3:43 pm

Nonstop2h 28m

Boston Logan Intl

Sun 7/27

9:01 am-12:50 pm

1 stop4h 49m

$122

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Sun 10/26

9:00 am-11:11 am

Nonstop2h 11m

Boston Logan Intl

Mon 10/27

6:00 am-3:14 pm

1 stop9h 14m

$152

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 8/8

11:48 am-3:25 pm

Nonstop2h 37m

Boston Logan Intl

Tue 8/12

4:19 pm-6:22 pm

Nonstop3h 03m

$157

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Tue 7/29

12:13 pm-11:48 pm

1 stop11h 35m

Boston Logan Intl

Mon 8/4

8:39 pm-11:23 am

1 stop14h 44m

$206

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Sun 8/17

8:17 pm-12:38 am

1 stop4h 21m

Boston Logan Intl

Mon 9/22

7:45 am-3:06 pm

1 stop7h 21m

$249

LexingtonBoston

LEX - BOS

LEXBOS

Lexington Blue Grass

Tue 8/12

5:44 pm-11:32 pm

1 stop5h 48m

Boston Logan Intl

Tue 8/19

2:40 pm-11:37 pm

2 stops8h 57m

$254

CincinnatiBoston

CVG - BOS

CVGBOS

Cincinnati Cinci./N. Kentucky

Wed 8/27

6:01 am-8:20 am

Nonstop2h 19m

Boston Logan Intl

Tue 9/2

6:25 pm-9:09 pm

Nonstop2h 44m

$264

CincinnatiBoston

CVG - BOS

CVGBOS

Cincinnati Cinci./N. Kentucky

Fri 7/11

7:30 pm-6:21 pm

2 stops22h 51m

Boston Logan Intl

Mon 7/14

12:51 pm-11:31 pm

1 stop10h 40m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 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 July 1, 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.

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 July 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Kentucky to Boston to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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
4,273 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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
7,973 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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
8,858 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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
2,919 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Entertainment

7.1

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 20 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 $50. Users have also found prices from $75 and $76 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: Envoy Air (100%), Scandinavian Airlines (100%), Delta( 71%).

  • What are the cheapest flights from Kentucky to Boston?

    While on average a flight from Kentucky to Boston is generally $410, our data shows the cheapest flight currently is $162. When looking at the most popular route, (Cincinnati Cinci./N. Kentucky - Boston Logan Intl), you can expect to pay $180 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
Seabrook
Waltham
Framingham
Cranston
Randolph
Chestnut Hill
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln
Quincy

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Alternative routes for Kentucky to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$150Average$212FlexibilityNo cancel feeOn-time65%
DeltaCheapest$217Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$225Average$417FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$376FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$401FlexibilityNo cancel feeOn-time63%

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