$39+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Aug 19 — Aug 261
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Kentucky with Cheapflights
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Cheapest flights from Massachusetts to KentuckyExplore 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 July 20, 2026.
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 July 20, 2026.
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/288:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$80
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/218:30 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$92
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Mon 8/109:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/288:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 9/2112:39 pm
ALB
- BNA
Nonstop2h 18m
Allegiant Air
Fri 9/257:20 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 8/39:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/75:23 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Fri 11/69:48 pm
ALB
- BNA
Nonstop2h 21m
Allegiant Air
Fri 11/1312:20 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$110
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Fri 8/2811:59 am
ALB
- BNA
Nonstop2h 21m
Allegiant Air
Mon 8/317:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$112
This CheapOair deal was found by Cheapflights users on 7/19. 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 9/312:35 pm
BOS
- TYS
Nonstop2h 26m
Allegiant Air
Sun 9/69:30 am
TYS
- BOS
Nonstop2h 15m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$116
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Sat 8/2212:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Sat 11/79:09 am
BOS
- TYS
Nonstop2h 30m
Allegiant Air
Sun 11/86:00 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$147
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Sun 8/2312:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 7/14. 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.
Wed 10/711:32 am
BOS
- TYS
Nonstop2h 30m
Allegiant Air
Sun 10/117:15 am
TYS
- BOS
Nonstop2h 12m
Allegiant Air
Deal found 7/14![Allegiant Air logo]()
$162
Best flights from Massachusetts to KentuckyDiscover carefully curated flight deals from Massachusetts to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 20, 2026.
Discover carefully curated flight deals from Massachusetts to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 20, 2026.
This United Airlines deal was found by Cheapflights users on 7/15. 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.
Thu 8/276:00 am
BDL
- BNA
2 stops7h 35m
United Airlines
Mon 8/318:30 am
BNA
- BDL
1 stop4h 35m
United Airlines
Deal found 7/15![United Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Fri 8/78:02 pm
ALB
- CVG
2 stops15h 46m
Multiple Airlines
Fri 8/146:15 am
CVG
- ALB
1 stop29h 32m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 7/19. 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.
Fri 8/145:05 pm
BDL
- BNA
1 stop6h 20m
Delta
Tue 8/186:05 am
BNA
- BDL
1 stop4h 55m
Delta
Deal found 7/19![Delta logo]()
$251
This Cheapflightsfares deal was found by Cheapflights users on 7/14. 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 9/1710:15 am
BOS
- TYS
Nonstop2h 26m
Allegiant Air
Sun 9/207:10 am
TYS
- BOS
Nonstop2h 15m
Allegiant Air
Deal found 7/14![Allegiant Air logo]()
$258
This Southwest deal was found by Cheapflights users on 7/15. 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.
Thu 9/175:25 am
BOS
- BNA
Nonstop2h 35m
Southwest
Mon 9/216:50 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 7/15![Southwest logo]()
$267
This JetBlue deal was found by Cheapflights users on 7/17. 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.
Sun 8/96:29 am
BOS
- BNA
Nonstop2h 51m
JetBlue
Sat 8/158:25 pm
BNA
- BOS
Nonstop2h 33m
JetBlue
Deal found 7/17![JetBlue logo]()
$292
This American Airlines deal was found by Cheapflights users on 7/15. 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.
Fri 9/255:56 pm
BOS
- TRI
1 stop5h 05m
American Airlines
Sun 9/275:16 am
TRI
- BOS
1 stop4h 08m
American Airlines
Deal found 7/15![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 7/19. 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 8/125:30 am
BDL
- BNA
1 stop4h 46m
Delta
Fri 8/145:46 pm
BNA
- BDL
1 stop5h 05m
Delta
Deal found 7/19![Delta logo]()
$251
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 9/109:15 am
BDL
- TYS
1 stop7h 43m
United Airlines
Sun 9/135:45 am
TYS
- BDL
1 stop3h 52m
United Airlines
Deal found 7/16![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 7/15. 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.
Thu 10/14:50 pm
BOS
- BNA
1 stop7h 05m
Southwest
Mon 10/58:20 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 7/15![Southwest logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/19. 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 8/2212:44 pm
BOS
- BNA
1 stop5h 19m
JetBlue
Mon 8/246:03 pm
BNA
- BOS
1 stop4h 56m
JetBlue
Deal found 7/19![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 9/102:04 pm
BDL
- TYS
1 stop6h 11m
Delta
Sun 9/136:00 am
TYS
- BDL
1 stop4h 37m
Delta
Deal found 7/18![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 7/17. 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 9/1112:40 pm
BOS
- BNA
1 stop7h 20m
Southwest
Mon 9/149:25 am
BNA
- BOS
1 stop4h 30m
Southwest
Deal found 7/17![Southwest logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Fri 8/712:23 pm
ALB
- CVG
1 stop11h 14m
Allegiant Air
Fri 8/146:15 am
CVG
- ALB
1 stop29h 32m
Allegiant Air
Deal found 7/14![Allegiant Air logo]()
$322
This United Airlines deal was found by Cheapflights users on 7/16. 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 9/56:00 am
ALB
- CVG
1 stop4h 19m
United Airlines
Sat 9/54:15 pm
CVG
- ALB
1 stop5h 21m
United Airlines
Deal found 7/16![United Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 7/16. 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 8/295:50 am
BOS
- BNA
2 stops6h 40m
Southwest
Wed 9/210:20 am
BNA
- BOS
2 stops7h 15m
Southwest
Deal found 7/16![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 7/19. 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.
Sat 9/195:30 am
BOS
- TYS
1 stop5h 14m
Delta
Mon 9/214:40 pm
TYS
- BOS
1 stop6h 51m
Delta
Deal found 7/19![Delta logo]()
$299
This JetBlue deal was found by Cheapflights users on 7/19. 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.
Wed 9/165:15 am
BOS
- BNA
1 stop5h 16m
JetBlue
Mon 9/219:00 am
BNA
- BOS
Nonstop2h 35m
JetBlue
Deal found 7/19![JetBlue logo]()
$329
This United Airlines deal was found by Cheapflights users on 7/14. 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 10/315:00 pm
ALB
- CVG
1 stop6h 56m
United Airlines
Mon 11/26:00 am
CVG
- ALB
1 stop4h 28m
United Airlines
Deal found 7/14![United Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 7/17. 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 8/151:30 pm
BOS
- TRI
1 stop5h 25m
American Airlines
Sat 8/225:29 pm
TRI
- BOS
1 stop4h 44m
American Airlines
Deal found 7/17![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 7/15. 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.
Thu 8/275:00 pm
BDL
- BNA
Nonstop2h 25m
Southwest
Mon 8/3111:50 am
BNA
- BDL
Nonstop2h 15m
Southwest
Deal found 7/15![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 7/15. 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.
Sat 10/315:15 pm
ALB
- CVG
1 stop5h 37m
Delta
Mon 11/26:00 am
CVG
- ALB
1 stop5h 17m
Delta
Deal found 7/15![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 7/19. 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.
Mon 8/249:40 am
BDL
- TYS
1 stop7h 18m
United Airlines
Mon 8/317:00 am
TYS
- BDL
2 stops7h 05m
United Airlines
Deal found 7/19![United Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 7/16. 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.
Thu 10/157:15 pm
ALB
- BNA
1 stop4h 40m
Southwest
Tue 10/2011:35 am
BNA
- ALB
Nonstop2h 10m
Southwest
Deal found 7/16![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/19. 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.
Thu 8/136:00 am
BDL
- TYS
1 stop4h 37m
United Airlines
Tue 8/181:59 pm
TYS
- BDL
2 stops10h 00m
United Airlines
Deal found 7/19![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 7/15. 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 9/236:00 am
BOS
- TYS
1 stop5h 04m
Delta
Sat 9/267:50 am
TYS
- BOS
1 stop7h 07m
Delta
Deal found 7/15![Delta logo]()
$306
This Southwest deal was found by Cheapflights users on 7/15. 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 9/115:00 pm
BDL
- BNA
Nonstop2h 25m
Southwest
Mon 9/145:25 am
BNA
- BDL
1 stop6h 35m
Southwest
Deal found 7/15![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Thu 8/205:45 am
BOS
- TYS
1 stop4h 52m
United Airlines
Sun 8/235:45 am
TYS
- BOS
2 stops6h 58m
United Airlines
Deal found 7/16![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 7/17. 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.
Fri 10/25:18 pm
BDL
- TYS
1 stop6h 37m
Delta
Mon 10/55:28 pm
TYS
- BDL
1 stop5h 45m
Delta
Deal found 7/17![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 7/16. 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.
Wed 10/145:35 am
BOS
- BNA
1 stop5h 45m
Southwest
Sun 10/186:25 am
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 7/16![Southwest logo]()
$307
Last-minute flights from Massachusetts to KentuckyDiscover last-minute flight deals from Massachusetts to Kentucky. Data last updated July 20, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Kentucky. Data last updated July 20, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 8/39:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/75:23 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$105
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Mon 8/109:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/288:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$95
This Expedia deal was found by Cheapflights users on 7/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:44 pm
BOS
- BNA
1 stop5h 24m
JetBlue
Wed 8/197:45 pm
BNA
- BOS
Nonstop2h 35m
JetBlue
Deal found 7/15![JetBlue logo]()
$204
This Delta deal was found by Cheapflights users on 7/15. 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 8/117:45 pm
BOS
- BNA
Nonstop3h 04m
Delta
Wed 8/197:15 am
BNA
- BOS
Nonstop2h 35m
Delta
Deal found 7/15![Delta logo]()
$207
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/288:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$80
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Fri 8/218:30 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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.
Tue 8/186:29 am
BOS
- BNA
Nonstop2h 51m
JetBlue
Tue 8/257:45 pm
BNA
- BOS
Nonstop2h 35m
JetBlue
Deal found 7/15![JetBlue logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 7/15. 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 8/2012:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$162
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Sat 8/2212:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$144
This CheapOair deal was found by Cheapflights users on 7/17. 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.
Sun 8/2312:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$155
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Fri 8/2811:59 am
ALB
- BNA
Nonstop2h 21m
Allegiant Air
Mon 8/317:00 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/3110:04 am
BOS
- TYS
1 stop8h 59m
Multiple Airlines
Sat 9/59:30 am
TYS
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$201
One-way flights from Massachusetts to KentuckySearch for one-way flight options from Massachusetts to Kentucky. Find affordable one-way fares based on user searches. Data last updated July 20, 2026.
Search for one-way flight options from Massachusetts to Kentucky. Find affordable one-way fares based on user searches. Data last updated July 20, 2026.
This CheapOair deal was found by Cheapflights users on 7/18. 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.
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$39
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 9/1412:39 pm
ALB
- BNA
Nonstop2h 18m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$43
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/109:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$52
This Super.com deal was found by Cheapflights users on 7/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 7/15. 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.
Fri 8/79:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 7/15![Allegiant Air logo]()
$66
This Cheapflightsfares deal was found by Cheapflights users on 7/17. 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.
Tue 10/2011:32 am
BOS
- TYS
Nonstop2h 30m
Allegiant Air
Deal found 7/17![Allegiant Air logo]()
$67
This JetBlue deal was found by Cheapflights users on 7/15. 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 8/116:45 am
BDL
- BNA
1 stop4h 17m
JetBlue
Deal found 7/15![JetBlue logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Thu 9/311:15 am
ALB
- CVG
1 stop10h 23m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$102
This CheapOair deal was found by Cheapflights users on 7/19. 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.
Sat 8/2212:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Deal found 7/19![Allegiant Air logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 7/18. 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.
Sun 8/2312:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Deal found 7/18![Allegiant Air logo]()
$103
This JetBlue deal was found by Cheapflights users on 7/19. 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.
Wed 8/266:28 am
BDL
- BNA
1 stop4h 34m
JetBlue
Deal found 7/19![JetBlue logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Sun 8/237:02 am
BDL
- BNA
1 stop5h 34m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$110
Find flight deals from Massachusetts to Kentucky
Keep the following information in mind while searching for Massachusetts to Kentucky flight deals. Data was last updated July 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $80 (CheapOair) |
One-way from | $39 (CheapOair) |
Popular in | April |
Cheapest in | December |
Average price | $483 |
Good round-trip deal | $414 or less |
Good one-way deal | $288 or less |
Cheapflights Fare Finder
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 July 20, 2026.
Use the filters below to find and compare flights from Massachusetts to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordNashville
BDL - BNA
BDLBNA
Hartford Bradley Intl
Thu 8/27
6:00 am-12:35 pm
2 stops7h 35m
Nashville Intl
Mon 8/31
8:30 am-2:05 pm
1 stop4h 35m
$246
AlbanyCincinnati
ALB - CVG
ALBCVG
Albany Intl
Fri 8/7
8:02 pm-11:48 am
2 stops15h 46m
Cincinnati Cinci./N. Kentucky
Fri 8/14
6:15 am-11:47 am
1 stop29h 32m
$251
HartfordNashville
BDL - BNA
BDLBNA
Hartford Bradley Intl
Fri 8/14
5:05 pm-10:25 pm
1 stop6h 20m
Nashville Intl
Tue 8/18
6:05 am-12:00 pm
1 stop4h 55m
$251
HartfordNashville
BDL - BNA
BDLBNA
Hartford Bradley Intl
Wed 8/12
5:30 am-9:16 am
1 stop4h 46m
Nashville Intl
Fri 8/14
5:46 pm-11:51 pm
1 stop5h 05m
$251
BostonKnoxville
BOS - TYS
BOSTYS
Boston Logan Intl
Thu 9/17
10:15 am-12:41 pm
Nonstop2h 26m
Knoxville McGhee Tyson
Sun 9/20
7:10 am-9:25 am
Nonstop2h 15m
$258
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Thu 9/17
5:25 am-7:00 am
Nonstop2h 35m
Nashville Intl
Mon 9/21
6:50 pm-10:20 pm
Nonstop2h 30m
$267
HartfordKnoxville
BDL - TYS
BDLTYS
Hartford Bradley Intl
Thu 9/10
9:15 am-4:58 pm
1 stop7h 43m
Knoxville McGhee Tyson
Sun 9/13
5:45 am-9:37 am
1 stop3h 52m
$285
HartfordKnoxville
BDL - TYS
BDLTYS
Hartford Bradley Intl
Thu 9/10
2:04 pm-8:15 pm
1 stop6h 11m
Knoxville McGhee Tyson
Sun 9/13
6:00 am-10:37 am
1 stop4h 37m
$285
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Thu 10/1
4:50 pm-10:55 pm
1 stop7h 05m
Nashville Intl
Mon 10/5
8:20 pm-11:50 pm
Nonstop2h 30m
$287
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sun 8/9
6:29 am-8:20 am
Nonstop2h 51m
Nashville Intl
Sat 8/15
8:25 pm-11:58 pm
Nonstop2h 33m
$292
Showing 1-10 of 60 resultsSorted by cheapest first
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.
ALB-BNA
BOS-TYS
BOS-BNA
ALB-CVG
BDL-BNA
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 Massachusetts to Kentucky
USMA-USKY
ALB-BNA
BOS-TYS
BOS-BNA
ALB-CVG
What is the cheapest month to book a flight from Massachusetts to Kentucky?
Currently, December is the cheapest month in which you can book a flight from Massachusetts to Kentucky (average of $381). Flying from Massachusetts to Kentucky in April is currently the most expensive (average of $532). 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 July 20, 2026.
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.
Weekly flight availability from Massachusetts to Kentucky
Explore weekly flight availability from Massachusetts to Kentucky. 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 July 20, 2026.
The most flights from USMA to USKY are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Massachusetts to Kentucky?
How far ahead should I book a flight from Massachusetts to Kentucky?
The best time to book flights from Massachusetts to Kentucky is 73 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 July 20, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Massachusetts to Kentucky have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Overall
8.0
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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.
Browse thousands of different options on Cheapflights for your next trip
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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.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Kentucky by cabin class
Find flights from Massachusetts to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Kentucky flights
Browse other Massachusetts and Kentucky flight options. Last updated on July 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Kentucky
Find the right flight back to Massachusetts after your stay in Kentucky
Massachusetts to Kentucky flights
Consider these flights traveling from Massachusetts to Kentucky.
Top 4 airlines flying from Massachusetts to Kentucky
Discover the top 4 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 July 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$417 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$335 | Average$500 | FlexibilityNo cancel fee | On-time63% |