$52+ 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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
May 22 — May 291
Round-trip
1 adult, Economy
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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 22, 2026.
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 22, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 6/195:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/229:18 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/22![Allegiant Air logo]()
$102
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Mon 6/19:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Fri 5/225:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Fri 5/299:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/17![Allegiant Air logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 4/18. 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.
Thu 5/76:30 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 5/109:36 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/18![Allegiant Air logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Thu 5/76:30 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 5/2410:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/17![Allegiant Air logo]()
$123
This Super.com deal was found by Cheapflights users on 4/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/107:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 4/17![Breeze Airways logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:45 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Sun 6/1410:38 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Thu 8/138:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Tue 8/187:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$132
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 7/105:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Mon 7/279:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/22![Allegiant Air logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:45 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Sat 6/139:53 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Mon 5/259:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 4/20. 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.
Fri 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/89:13 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/20![Allegiant Air logo]()
$137
Best flights from Kentucky to MassachusettsDiscover carefully curated flight deals from Kentucky to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
Discover carefully curated flight deals from Kentucky to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 22, 2026.
This Delta deal was found by Cheapflights users on 4/21. 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 5/206:02 pm
BNA
- ALB
1 stop4h 16m
Delta
Sun 5/246:00 am
ALB
- BNA
1 stop4h 05m
Delta
Deal found 4/21![Delta logo]()
$219
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:30 pm
BNA
- BDL
1 stop4h 29m
United Airlines
Sun 8/96:00 am
BDL
- BNA
1 stop4h 29m
United Airlines
Deal found 4/20![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:55 pm
TYS
- BOS
1 stop4h 35m
Southwest
Tue 6/162:30 pm
BOS
- TYS
1 stop5h 50m
Southwest
Deal found 4/21![Southwest logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:20 am
CVG
- BDL
2 stops13h 42m
Multiple Airlines
Mon 5/185:44 pm
BDL
- CVG
1 stop29h 45m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 4/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:00 am
TYS
- BDL
1 stop4h 10m
American Airlines
Sat 5/235:24 pm
BDL
- TYS
1 stop4h 07m
American Airlines
Deal found 4/19![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 4/18. 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.
Tue 6/25:14 pm
BNA
- BDL
1 stop6h 19m
Delta
Thu 6/44:59 pm
BDL
- BNA
1 stop6h 44m
Delta
Deal found 4/18![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 4/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:10 am
BNA
- BOS
1 stop6h 06m
United Airlines
Thu 5/285:45 am
BOS
- BNA
1 stop4h 44m
United Airlines
Deal found 4/21![United Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 4/19. 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 7/106:05 am
BNA
- BDL
1 stop5h 08m
Delta
Mon 7/137:05 pm
BDL
- BNA
1 stop5h 10m
Delta
Deal found 4/19![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:00 pm
TYS
- BOS
1 stop5h 55m
Southwest
Tue 6/92:25 pm
BOS
- TYS
1 stop6h 50m
Southwest
Deal found 4/21![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 4/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
BNA
- BDL
1 stop7h 18m
United Airlines
Tue 5/126:05 am
BDL
- BNA
2 stops7h 21m
United Airlines
Deal found 4/18![United Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 4/18. 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.
Tue 9/85:38 pm
BNA
- ALB
1 stop4h 28m
Delta
Tue 9/1512:55 pm
ALB
- BNA
1 stop6h 38m
Delta
Deal found 4/18![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:55 pm
BNA
- BDL
1 stop7h 00m
Southwest
Tue 8/47:45 am
BDL
- BNA
2 stops9h 15m
Southwest
Deal found 4/19![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:40 pm
BNA
- ALB
1 stop4h 29m
Delta
Sun 6/146:00 am
ALB
- BNA
1 stop4h 04m
Delta
Deal found 4/20![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:30 pm
BNA
- BOS
1 stop4h 29m
United Airlines
Tue 6/307:19 am
BOS
- BNA
1 stop6h 10m
United Airlines
Deal found 4/17![United Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:50 am
CVG
- BDL
1 stop6h 15m
Southwest
Wed 6/1012:40 pm
BDL
- CVG
2 stops9h 10m
Southwest
Deal found 4/21![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 4/21. 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.
Mon 7/65:40 pm
BNA
- ALB
1 stop4h 29m
Delta
Mon 7/136:00 am
ALB
- BNA
1 stop5h 09m
Delta
Deal found 4/21![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:12 pm
CVG
- BDL
1 stop5h 36m
United Airlines
Sun 5/316:09 am
BDL
- CVG
1 stop7h 00m
United Airlines
Deal found 4/20![United Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 4/18. 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.
Mon 5/49:38 am
BNA
- BDL
1 stop7h 17m
Delta
Wed 5/131:02 pm
BDL
- BNA
1 stop6h 41m
Delta
Deal found 4/18![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 4/17. 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.
Tue 6/235:20 am
BNA
- BDL
1 stop4h 40m
Southwest
Fri 6/265:10 pm
BDL
- BNA
2 stops5h 40m
Southwest
Deal found 4/17![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:05 am
TYS
- BDL
1 stop8h 20m
Southwest
Tue 5/269:20 am
BDL
- TYS
2 stops7h 50m
Southwest
Deal found 4/19![Southwest logo]()
$301
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:19 pm
TYS
- BDL
1 stop4h 40m
United Airlines
Sat 8/1510:00 am
BDL
- TYS
1 stop6h 59m
United Airlines
Deal found 4/17![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 4/21. 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 6/105:35 pm
TYS
- BOS
1 stop5h 52m
Delta
Fri 6/194:00 pm
BOS
- TYS
1 stop5h 15m
Delta
Deal found 4/21![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:45 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Thu 6/48:00 pm
BOS
- BNA
Nonstop2h 45m
Southwest
Deal found 4/19![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 5/86:00 am
BNA
- BDL
1 stop7h 18m
United Airlines
Wed 5/136:05 am
BDL
- BNA
2 stops7h 21m
United Airlines
Deal found 4/19![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
LEX
- BOS
1 stop5h 20m
Delta
Sat 5/239:00 am
BOS
- LEX
1 stop5h 26m
Delta
Deal found 4/20![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 4/16. 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 5/165:30 am
BNA
- BOS
2 stops7h 05m
Southwest
Tue 5/196:20 am
BOS
- BNA
2 stops6h 35m
Southwest
Deal found 4/16![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
BNA
- BOS
1 stop5h 46m
United Airlines
Tue 5/265:45 am
BOS
- BNA
2 stops7h 44m
United Airlines
Deal found 4/20![United Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 4/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:05 am
BNA
- BOS
1 stop4h 50m
Southwest
Thu 7/25:25 am
BOS
- BNA
2 stops6h 55m
Southwest
Deal found 4/19![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 4/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/172:30 pm
BNA
- BDL
1 stop5h 47m
Delta
Wed 6/244:55 pm
BDL
- BNA
1 stop6h 29m
Delta
Deal found 4/20![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Tue 7/149:47 am
BNA
- BOS
1 stop5h 42m
United Airlines
Tue 7/215:45 am
BOS
- BNA
2 stops7h 33m
United Airlines
Deal found 4/19![United Airlines logo]()
$332
Last-minute flights from Kentucky to MassachusettsDiscover last-minute flight deals from Kentucky to Massachusetts. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Massachusetts. Data last updated April 22, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/18. 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.
Thu 5/76:30 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 5/109:36 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/18![Allegiant Air logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Thu 5/76:30 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 5/2410:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/17![Allegiant Air logo]()
$123
This Super.com deal was found by Cheapflights users on 4/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/107:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 4/17![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Thu 5/79:40 pm
TYS
- BOS
1 stop26h 14m
Multiple Airlines
Sun 5/109:36 am
BOS
- TYS
Nonstop2h 29m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$164
This Super.com deal was found by Cheapflights users on 4/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/198:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/247:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 4/21![Breeze Airways logo]()
$137
This Southwest deal was found by Cheapflights users on 4/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:25 am
BNA
- ALB
1 stop5h 35m
Southwest
Tue 5/266:40 pm
ALB
- BNA
1 stop4h 20m
Southwest
Deal found 4/21![Southwest logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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.
Fri 5/225:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Fri 5/299:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/17![Allegiant Air logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Mon 5/259:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$135
This American Airlines deal was found by Cheapflights users on 4/21. 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 5/277:12 am
BNA
- BDL
1 stop5h 39m
American Airlines
Wed 6/37:28 pm
BDL
- BNA
1 stop4h 33m
American Airlines
Deal found 4/21![American Airlines logo]()
$161
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Mon 6/19:21 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 5/306:45 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Sat 6/139:53 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/19![Allegiant Air logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 5/317:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Sat 6/139:53 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 4/19![Allegiant Air logo]()
$150
One-way flights from Kentucky to MassachusettsSearch for one-way flight options from Kentucky to Massachusetts. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
Search for one-way flight options from Kentucky to Massachusetts. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/18. 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.
Fri 6/195:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Deal found 4/18![Allegiant Air logo]()
$52
This Mytrip deal was found by Cheapflights users on 4/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Deal found 4/18![Breeze Airways logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Fri 5/225:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Deal found 4/20![Allegiant Air logo]()
$59
This Booking.com deal was found by Cheapflights users on 4/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$59
This Breeze Airways deal was found by Cheapflights users on 4/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Deal found 4/20![Breeze Airways logo]()
$64
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$68
This Booking.com deal was found by Cheapflights users on 4/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Deal found 4/19![Breeze Airways logo]()
$69
This Booking.com deal was found by Cheapflights users on 4/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Deal found 4/17![Breeze Airways logo]()
$74
This Frontier deal was found by Cheapflights users on 4/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:30 pm
CVG
- BOS
1 stop11h 42m
Frontier
Deal found 4/19![Frontier logo]()
$76
This Trip.com deal was found by Cheapflights users on 4/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:12 pm
CVG
- BOS
1 stop13h 12m
Frontier
Deal found 4/19![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 10/165:22 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Deal found 4/19![Allegiant Air logo]()
$77
This Super.com deal was found by Cheapflights users on 4/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:30 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Deal found 4/18![Allegiant Air logo]()
$81
Find 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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $109 (Trip.com) |
One-way from | $52 (Cheapflightsfares) |
Popular in | March |
Cheapest in | September |
Average price | $448 |
Good round-trip deal | $504 or less |
Good one-way deal | $328 or less |
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 22, 2026.
Use the filters below to find and compare flights from Kentucky to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Wed 5/20
6:02 pm-11:18 pm
1 stop4h 16m
Albany Intl
Sun 5/24
6:00 am-9:05 am
1 stop4h 05m
$219
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Sat 8/1
6:30 pm-11:59 pm
1 stop4h 29m
Hartford Bradley Intl
Sun 8/9
6:00 am-9:29 am
1 stop4h 29m
$237
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Tue 6/2
5:14 pm-12:33 am
1 stop6h 19m
Hartford Bradley Intl
Thu 6/4
4:59 pm-10:43 pm
1 stop6h 44m
$237
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Fri 7/10
6:05 am-12:13 pm
1 stop5h 08m
Hartford Bradley Intl
Mon 7/13
7:05 pm-11:15 pm
1 stop5h 10m
$237
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Tue 9/8
5:38 pm-11:06 pm
1 stop4h 28m
Albany Intl
Tue 9/15
12:55 pm-6:33 pm
1 stop6h 38m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Fri 6/12
5:40 pm-11:09 pm
1 stop4h 29m
Albany Intl
Sun 6/14
6:00 am-9:04 am
1 stop4h 04m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Mon 7/6
5:40 pm-11:09 pm
1 stop4h 29m
Albany Intl
Mon 7/13
6:00 am-10:09 am
1 stop5h 09m
$241
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Mon 5/4
9:38 am-5:55 pm
1 stop7h 17m
Hartford Bradley Intl
Wed 5/13
1:02 pm-6:43 pm
1 stop6h 41m
$241
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Thu 5/21
8:10 am-3:16 pm
1 stop6h 06m
Boston Logan Intl
Thu 5/28
5:45 am-9:29 am
1 stop4h 44m
$260
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Fri 5/8
6:00 am-2:18 pm
1 stop7h 18m
Hartford Bradley Intl
Tue 5/12
6:05 am-12:26 pm
2 stops7h 21m
$264
Showing 1-10 of 60 resultsSorted by cheapest first
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.
BNA-ALB
TYS-BOS
CVG-BDL
BNA-BDL
BNA-BOS
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
USKY-USMA
BNA-ALB
TYS-BOS
CVG-BDL
BNA-BDL
What is the cheapest month to book a flight from Kentucky to Massachusetts?
Currently, October is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $125). Flying from Kentucky to Massachusetts in February is currently the most expensive (average of $268). 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 22, 2026.
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.
How much does it cost to fly round-trip from Kentucky to Massachusetts?
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 22, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Kentucky to Massachusetts by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Massachusetts by cabin class
Find flights from Kentucky to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Massachusetts flights
Browse other Kentucky and Massachusetts flight options. Last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Kentucky after your stay in Massachusetts
Kentucky to Massachusetts flights
Consider these flights traveling from Kentucky to Massachusetts.
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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$356 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$216 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$216 | Average$383 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$238 | Average$359 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$294 | Average$437 | FlexibilityNo cancel fee | On-time69% |