$44+ Cheap flights from Kentucky to Massachusetts
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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
May 4 — May 111
1 adult, Economy
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Find cheap flights from Kentucky to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Kentucky to Massachusetts
Keep the following information in mind while searching for Kentucky to Massachusetts flight deals. Data was last updated April 29, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Priceline 3 stars |
Round-trip from | $84 (FlightHub) |
One-way from | $44 (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 |
Find flight deals from Kentucky to Massachusetts
Cheapest flights from Kentucky to MassachusettsExplore the most affordable flight options available from Kentucky to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
Explore the most affordable flight options available from Kentucky to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
This Cheapflightsfares 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 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
Mon 6/210:30 amBOS - BNA
Nonstop2h 48mSpirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$85
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![Allegiant Air logo]()
$90
This Booking.com deal was found by Cheapflights users on 4/27. 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.
Fri 8/157:30 amBNA - ALB
Nonstop2h 11mAllegiant Air
Mon 8/1811:31 amALB - BNA
Nonstop2h 20mAllegiant Air
Deal found 4/27![Allegiant Air logo]()
$92
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.
Thu 5/296:00 amBNA - BOS
Nonstop2h 35mMultiple Airlines
Mon 6/23:49 pmBOS - BNA
1 stop26h 00mMultiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$130
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/206:35 pmBNA - BOS
Nonstop2h 30mSouthwest
Mon 5/265:00 amBOS - BNA
Nonstop2h 45mSouthwest
Deal found 4/28![Southwest logo]()
$152
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 14mMultiple Airlines
Wed 5/283:49 pmBOS - TYS
1 stop22h 08mMultiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$154
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![Spirit Airlines logo]()
$181
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/39:31 amBNA - BOS
1 stop5h 07mAmerican Airlines
Tue 6/36:36 pmBOS - BNA
1 stop5h 59mAmerican Airlines
Deal found 4/28![American Airlines logo]()
$183
This JetBlue deal was found by Cheapflights users on 4/27. 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 5/246:55 pmBNA - BOS
Nonstop2h 36mJetBlue
Mon 5/267:00 amBOS - BNA
Nonstop2h 52mJetBlue
Deal found 4/27![JetBlue logo]()
$187
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![Multiple Airlines logo]()
$191
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/171:50 pmBNA - BDL
1 stop8h 18mJetBlue
Mon 5/197:14 amBDL - BNA
1 stop6h 26mJetBlue
Deal found 4/28![JetBlue logo]()
$191
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.
Thu 5/157:39 pmBNA - BDL
1 stop14h 43mSpirit Airlines
Sun 5/1812:27 pmBDL - BNA
1 stop20h 53mSpirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$192
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Massachusetts 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 29, 2025.
Use the filters below to find and compare flights from Kentucky to Massachusetts that are best for you.
Fly from
Kentucky
Fly to
Massachusetts
Route
Depart
Return
Price
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Thu 5/29
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
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Fri 8/15
7:30 am-10:41 am
Nonstop2h 11m
Albany Intl
Mon 8/18
11:31 am-12:51 pm
Nonstop2h 20m
$92
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
Wed 5/21
6:50 am-9:04 am
Nonstop2h 14m
Boston Logan Intl
Wed 5/28
3:49 pm-1:57 pm
1 stop22h 08m
$154
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Mon 7/21
6:49 pm-10:30 pm
Nonstop2h 41m
Boston Logan Intl
Tue 8/5
3:54 pm-5:51 pm
Nonstop2h 57m
$167
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Wed 6/11
6:55 pm-10:31 pm
Nonstop2h 36m
Boston Logan Intl
Mon 6/30
3:59 pm-6:01 pm
Nonstop3h 02m
$177
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
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Tue 6/3
9:31 am-3:38 pm
1 stop5h 07m
Boston Logan Intl
Tue 6/3
6:36 pm-11:35 pm
1 stop5h 59m
$183
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Sat 5/17
1:50 pm-11:08 pm
1 stop8h 18m
Hartford Bradley Intl
Mon 5/19
7:14 am-12:40 pm
1 stop6h 26m
$191
Showing 1-10 of 60 results
Best time to book a flight from Kentucky to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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 Massachusetts
What is the cheapest month to book a flight from Kentucky to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $218). Flying from Kentucky to Massachusetts 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 MA?
Find hourly flight availability from Kentucky to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Massachusetts as you normally would.
Rainfall in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Massachusetts 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 Massachusetts when rainfall is around 3.1 in.
Temperature in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Massachusetts, 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 Massachusetts
Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated April 29, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines and Southwest from Kentucky to Massachusetts to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Boarding
8.3
Crew
8.8
Comfort
8.2
Overall
8.1
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Kentucky to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Kentucky to Massachusetts
Discover the top 5 airlines that operate flights from Kentucky to Massachusetts. 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 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$140 | Average$218 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$209 | Average$405 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$212 | Average$408 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$271 | Average$336 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$397 | FlexibilityNo cancel fee | On-time63% |