Kentucky

$55+ Cheap flights from Massachusetts to Kentucky

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Jan 26 — Feb 21
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Cheap flight deals from Massachusetts to Kentucky

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Kentucky (USKY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$90
(Mytrip)

One-way from

$55
(Frontier)

Good round-trip deal

$298 or less

Good one-way deal

$169 or less
From Massachusetts to Kentucky
One-way flight from Massachusetts to Kentucky
Price to beat on a round-trip flight from Massachusetts to Kentucky.
Price to beat on a one-way flight from Massachusetts to Kentucky.

Find flight deals from Massachusetts to Kentucky

Cheapest flights from Massachusetts to Kentucky
Explore the most affordable flight options available from Massachusetts to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. 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.
Thu 3/69:22 amBOS - TYS
Nonstop2h 41mAllegiant Air
Thu 3/276:20 amTYS - BOS
Nonstop2h 12mAllegiant Air
Deal found 1/20$90
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Mon 3/317:37 pmBOS - BNA
Nonstop2h 52mSpirit Airlines
Thu 4/108:00 amBNA - BOS
Nonstop2h 30mSpirit Airlines
Deal found 1/20$107
This Booking.com deal was found by Cheapflights users on 1/21. 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.
Tue 3/116:00 amBOS - BNA
1 stop27h 27mMultiple Airlines
Thu 3/136:00 amBNA - BOS
Nonstop2h 38mMultiple Airlines
Deal found 1/21$109
This Breeze Airways deal was found by Cheapflights users on 1/21. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/47:15 amBDL - CVG
Nonstop2h 06mBreeze Airways
Thu 5/88:46 pmCVG - BDL
Nonstop1h 58mBreeze Airways
Deal found 1/21$118
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:25 pmBDL - CVG
1 stop6h 32mFrontier
Mon 4/77:32 pmCVG - BDL
1 stop16h 07mFrontier
Deal found 1/20$140
This Priceline deal was found by Cheapflights users on 1/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/77:30 amBDL - SDF
1 stop7h 15mBreeze Airways
Fri 3/1411:03 amSDF - BDL
1 stop4h 53mBreeze Airways
Deal found 1/20$168
This Mytrip deal was found by Cheapflights users on 1/20. 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 2/288:32 pmBOS - TYS
1 stop11h 40mMultiple Airlines
Sun 3/27:00 amTYS - BOS
Nonstop2h 15mMultiple Airlines
Deal found 1/20$171
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Mon 6/911:29 amALB - BNA
Nonstop2h 21mAllegiant Air
Mon 6/167:30 amBNA - ALB
Nonstop2h 09mAllegiant Air
Deal found 1/20$193
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/56:17 amBDL - TYS
1 stop4h 20mAmerican Airlines
Sat 2/86:11 pmTYS - BDL
1 stop6h 37mAmerican Airlines
Deal found 1/21$199
This JetBlue deal was found by Cheapflights users on 1/21. 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.
Sat 3/17:50 pmBOS - BNA
Nonstop3h 10mJetBlue
Tue 3/46:20 amBNA - BOS
Nonstop2h 35mJetBlue
Deal found 1/21$207
This Delta deal was found by Cheapflights users on 1/21. 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 2/125:27 pmBDL - TYS
1 stop6h 20mDelta
Sat 2/157:25 amTYS - BDL
1 stop4h 45mDelta
Deal found 1/21$217
This American Airlines deal was found by Cheapflights users on 1/21. 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 9/137:25 pmBOS - BNA
1 stop4h 32mAmerican Airlines
Wed 9/176:00 amBNA - BOS
1 stop4h 04mAmerican Airlines
Deal found 1/21$219

Find flights from Massachusetts to Kentucky within your budget

Customize your flight search to find flights from Massachusetts to Kentucky 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Thu 3/6

9:22 am-12:03 pm

Nonstop2h 41m

Knoxville McGhee Tyson

Thu 3/27

6:20 am-8:32 am

Nonstop2h 12m

$90

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Mon 3/31

7:37 pm-9:29 pm

Nonstop2h 52m

Nashville Intl

Thu 4/10

8:00 am-11:30 am

Nonstop2h 30m

$107

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Tue 3/11

6:00 am-8:27 am

1 stop27h 27m

Nashville Intl

Fri 3/14

6:00 am-9:38 am

Nonstop2h 38m

$109

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Sun 5/4

7:15 am-9:21 am

Nonstop2h 06m

Cincinnati Cinci./N. Kentucky

Thu 5/8

8:46 pm-10:44 pm

Nonstop1h 58m

$118

HartfordCincinnati

BDL - CVG

BDLCVG

Hartford Bradley Intl

Thu 4/3

6:25 pm-12:57 am

1 stop6h 32m

Cincinnati Cinci./N. Kentucky

Mon 4/7

7:32 pm-11:39 am

1 stop16h 07m

$140

HartfordLouisville

BDL - SDF

BDLSDF

Hartford Bradley Intl

Fri 3/7

7:30 am-2:45 pm

1 stop7h 15m

Louisville Intl

Fri 3/14

11:03 am-3:56 pm

1 stop4h 53m

$168

BostonKnoxville

BOS - TYS

BOSTYS

Boston Logan Intl

Fri 2/28

8:32 pm-8:12 am

1 stop11h 40m

Knoxville McGhee Tyson

Sun 3/2

7:00 am-9:15 am

Nonstop2h 15m

$171

AlbanyNashville

ALB - BNA

ALBBNA

Albany Intl

Mon 6/9

11:29 am-12:50 pm

Nonstop2h 21m

Nashville Intl

Mon 6/16

7:30 am-10:39 am

Nonstop2h 09m

$193

HartfordKnoxville

BDL - TYS

BDLTYS

Hartford Bradley Intl

Wed 2/5

6:00 am-10:36 am

1 stop4h 36m

Knoxville McGhee Tyson

Sat 2/8

8:05 pm-12:48 am

1 stop4h 43m

$199

BostonNashville

BOS - BNA

BOSBNA

Boston Logan Intl

Sat 3/1

7:50 pm-10:00 pm

Nonstop3h 10m

Nashville Intl

Tue 3/4

6:20 am-9:55 am

Nonstop2h 35m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Massachusetts 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 Massachusetts to Kentucky

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

What is the cheapest month to book a flight from Massachusetts to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Kentucky (average of $299). Flying from Massachusetts to Kentucky in April is currently the most expensive (average of $369). 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 MA to KY?

Find hourly flight availability from Massachusetts to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Massachusetts to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Kentucky by month

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

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

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

If weather is an important factor for your trip to Kentucky, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown Delta, Allegiant Air and Southwest from Massachusetts to Kentucky. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
143 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,200 reviews
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Massachusetts to Kentucky one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Spirit Airlines and Allegiant Air, as they are both options that can get you from Massachusetts to Kentucky for a low price.

  • Can I find deals for flights from Massachusetts to Kentucky that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Kentucky.

  • Can I find deals for business class flights from Massachusetts to Kentucky?

    Yes. Cheapflights offers flight deals from Massachusetts to Kentucky 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 Massachusetts to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Kentucky (average of $299). Flying from Massachusetts to Kentucky in April is currently the most expensive (average of $369). 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

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Alternative routes for Massachusetts to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Massachusetts to Kentucky

Discover the top 5 airlines that operate flights from Massachusetts to Kentucky. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$232FlexibilityNo cancel feeOn-time65%
DeltaCheapest$209Average$461FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$497FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$491FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$256Average$393FlexibilityNo cancel feeOn-time63%
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