$46+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Apr 22 — Apr 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 March 23, 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 March 23, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/21. 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 4/186:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sat 4/259:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$91
This Gotogate deal was found by Cheapflights users on 3/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/19![Allegiant Air logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Sun 4/196:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 4/96:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/129:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Sun 5/317:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Thu 6/410:38 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Sun 4/126:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 3/267:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Sun 3/2910:30 am
BOS
- TYS
Nonstop2h 32m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/186:00 am
TYS
- BOS
Nonstop2h 16m
Multiple Airlines
Sat 4/2510:26 pm
BOS
- TYS
1 stop17h 15m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Sun 4/196:00 am
TYS
- BOS
Nonstop2h 16m
Multiple Airlines
Sun 4/266:30 am
BOS
- TYS
1 stop9h 11m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 8/145:23 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Mon 8/179:22 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$155
This Priceline deal was found by Cheapflights users on 3/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:40 pm
BNA
- BOS
Nonstop2h 33m
Multiple Airlines
Wed 4/89:45 am
BOS
- BNA
1 stop11h 01m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Tue 4/72:27 pm
BNA
- BOS
1 stop8h 32m
Spirit Airlines
Wed 4/89:45 am
BOS
- BNA
1 stop11h 01m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$161
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 March 23, 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 March 23, 2026.
This JetBlue deal was found by Cheapflights users on 3/19. 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 4/118:00 pm
BNA
- BOS
Nonstop2h 33m
JetBlue
Tue 4/147:45 pm
BOS
- BNA
Nonstop2h 57m
JetBlue
Deal found 3/19![JetBlue logo]()
$237
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sun 5/315:15 am
BNA
- BDL
1 stop4h 20m
Southwest
Sun 5/316:45 pm
BDL
- BNA
1 stop5h 15m
Southwest
Deal found 3/19![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/21. 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 6/176:40 am
BNA
- ALB
1 stop4h 07m
Delta
Wed 6/246:00 am
ALB
- BNA
1 stop4h 04m
Delta
Deal found 3/21![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Mon 7/67:40 am
BNA
- ALB
1 stop6h 46m
United Airlines
Wed 7/86:00 am
ALB
- BNA
1 stop4h 29m
United Airlines
Deal found 3/18![United Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Fri 5/11:15 pm
TYS
- BOS
2 stops10h 10m
Multiple Airlines
Sun 5/39:06 am
BOS
- TYS
Nonstop2h 29m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sat 5/304:25 pm
BNA
- BDL
1 stop5h 30m
Southwest
Sun 5/316:45 pm
BDL
- BNA
1 stop5h 15m
Southwest
Deal found 3/19![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/18. 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.
Sat 4/184:13 pm
BNA
- ALB
1 stop6h 46m
Delta
Sat 4/251:10 pm
ALB
- BNA
1 stop6h 14m
Delta
Deal found 3/18![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 3/19. 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 7/66:30 pm
BNA
- ALB
1 stop4h 17m
United Airlines
Tue 7/76:10 am
ALB
- BNA
1 stop5h 24m
United Airlines
Deal found 3/19![United Airlines logo]()
$241
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:50 am
BNA
- BDL
1 stop5h 15m
Southwest
Sun 6/76:25 pm
BDL
- BNA
1 stop6h 30m
Southwest
Deal found 3/22![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 6/1012:49 pm
BNA
- BDL
2 stops10h 10m
United Airlines
Sat 6/204:50 pm
BDL
- BNA
1 stop5h 49m
United Airlines
Deal found 3/18![United Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:40 pm
BNA
- BDL
2 stops8h 25m
Southwest
Tue 6/94:30 pm
BDL
- BNA
1 stop7h 25m
Southwest
Deal found 3/22![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 3/21. 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.
Thu 5/282:45 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Mon 6/15:30 am
BOS
- BNA
1 stop6h 10m
Southwest
Deal found 3/21![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/19. 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.
Thu 6/115:25 am
BNA
- BDL
1 stop4h 25m
Delta
Sun 6/215:48 am
BDL
- BNA
1 stop4h 23m
Delta
Deal found 3/19![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/20. 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 5/276:30 pm
BNA
- BOS
1 stop4h 29m
United Airlines
Sun 5/315:45 am
BOS
- BNA
1 stop4h 44m
United Airlines
Deal found 3/20![United Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 3/21. 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 4/46:20 am
BNA
- BOS
1 stop6h 25m
Southwest
Mon 4/67:25 pm
BOS
- BNA
Nonstop2h 55m
Southwest
Deal found 3/21![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/21. 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.
Tue 5/269:45 am
BNA
- BOS
1 stop4h 14m
Delta
Wed 5/277:20 pm
BOS
- BNA
Nonstop2h 55m
Delta
Deal found 3/21![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:30 am
TYS
- BDL
1 stop7h 54m
United Airlines
Mon 5/256:00 am
BDL
- TYS
2 stops7h 19m
United Airlines
Deal found 3/22![United Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 3/17. 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.
Sat 4/119:35 am
BNA
- BOS
Nonstop2h 35m
Southwest
Tue 4/147:35 am
BOS
- BNA
2 stops6h 40m
Southwest
Deal found 3/17![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/23. 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 4/286:17 pm
CVG
- ALB
1 stop5h 42m
Delta
Wed 5/66:00 am
ALB
- CVG
1 stop5h 39m
Delta
Deal found 3/23![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/20. 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.
Tue 4/217:00 am
LEX
- BOS
2 stops7h 42m
United Airlines
Mon 4/274:28 pm
BOS
- LEX
1 stop6h 01m
United Airlines
Deal found 3/20![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 3/18. 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.
Wed 6/106:40 am
BNA
- BDL
1 stop4h 26m
Delta
Sat 6/205:48 am
BDL
- BNA
1 stop4h 23m
Delta
Deal found 3/18![Delta logo]()
$318
This Southwest deal was found by Cheapflights users on 3/19. 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.
Wed 5/610:15 am
BNA
- BOS
Nonstop2h 30m
Southwest
Fri 5/82:30 pm
BOS
- BNA
2 stops7h 00m
Southwest
Deal found 3/19![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Sat 4/189:48 am
BNA
- ALB
1 stop6h 28m
United Airlines
Sat 4/256:00 am
ALB
- BNA
2 stops10h 59m
United Airlines
Deal found 3/18![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 3/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:59 pm
CVG
- BOS
Nonstop2h 17m
Delta
Tue 5/511:10 am
BOS
- CVG
Nonstop2h 30m
Delta
Deal found 3/22![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 3/19. 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 4/306:05 pm
BNA
- BOS
1 stop4h 50m
Southwest
Mon 5/47:20 am
BOS
- BNA
2 stops6h 10m
Southwest
Deal found 3/19![Southwest logo]()
$277
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:30 pm
BNA
- BDL
1 stop4h 14m
United Airlines
Mon 5/116:05 am
BDL
- BNA
1 stop4h 11m
United Airlines
Deal found 3/22![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 3/19. 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 4/297:40 am
LEX
- BDL
1 stop4h 17m
Delta
Sat 5/27:00 am
BDL
- LEX
1 stop6h 38m
Delta
Deal found 3/19![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 3/21. 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 6/28:15 am
TYS
- BDL
1 stop6h 25m
Southwest
Tue 6/1611:40 am
BDL
- TYS
2 stops8h 40m
Southwest
Deal found 3/21![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:39 pm
BNA
- ALB
1 stop5h 09m
United Airlines
Sun 5/176:00 am
ALB
- BNA
1 stop5h 48m
United Airlines
Deal found 3/22![United Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 3/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:40 am
LEX
- BDL
1 stop4h 17m
Delta
Tue 5/58:00 am
BDL
- LEX
1 stop5h 34m
Delta
Deal found 3/22![Delta logo]()
$329
Last-minute flights from Kentucky to MassachusettsDiscover last-minute flight deals from Kentucky to Massachusetts. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Massachusetts. Data last updated March 23, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 3/267:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Sun 3/2910:30 am
BOS
- TYS
Nonstop2h 32m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$149
This Priceline deal was found by Cheapflights users on 3/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:40 pm
BNA
- BOS
Nonstop2h 33m
Multiple Airlines
Wed 4/89:45 am
BOS
- BNA
1 stop11h 01m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$158
This Priceline deal was found by Cheapflights users on 3/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:27 pm
BNA
- BOS
1 stop8h 32m
Spirit Airlines
Sat 4/45:49 pm
BOS
- BNA
1 stop6h 49m
Spirit Airlines
Deal found 3/18![Spirit Airlines logo]()
$162
This Priceline deal was found by Cheapflights users on 3/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:00 pm
BNA
- BOS
Nonstop2h 33m
Multiple Airlines
Tue 4/75:49 pm
BOS
- BNA
1 stop6h 49m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$168
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Tue 4/72:27 pm
BNA
- BOS
1 stop8h 32m
Spirit Airlines
Wed 4/89:45 am
BOS
- BNA
1 stop11h 01m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$161
This Gotogate deal was found by Cheapflights users on 3/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/19![Allegiant Air logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 4/96:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/129:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Sun 4/126:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 3/21. 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 4/186:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sat 4/259:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/186:00 am
TYS
- BOS
Nonstop2h 16m
Multiple Airlines
Sat 4/2510:26 pm
BOS
- TYS
1 stop17h 15m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Sun 4/196:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Sun 4/269:06 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Sun 4/196:00 am
TYS
- BOS
Nonstop2h 16m
Multiple Airlines
Sun 4/266:30 am
BOS
- TYS
1 stop9h 11m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$153
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 March 23, 2026.
Search for one-way flight options from Kentucky to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$46
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Tue 4/218:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$50
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:00 am
TYS
- BOS
Nonstop2h 16m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$52
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 9/187:20 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 3/21. 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
Deal found 3/21![Allegiant Air logo]()
$63
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:46 pm
CVG
- BOS
1 stop5h 45m
Frontier
Deal found 3/20![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com 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 3/22![Allegiant Air logo]()
$74
This Expedia deal was found by Cheapflights users on 3/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:30 pm
CVG
- BOS
1 stop11h 42m
Frontier
Deal found 3/20![Frontier logo]()
$76
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:50 am
BNA
- BDL
1 stop6h 10m
Southwest
Deal found 3/22![Southwest logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 8/27:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$84
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:46 pm
CVG
- BOS
1 stop5h 45m
Frontier
Deal found 3/20![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 8/16:45 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 3/19![Allegiant Air logo]()
$94
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $91 (Cheapflightsfares) |
One-way from | $46 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $453 |
Good round-trip deal | $433 or less |
Good one-way deal | $278 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 March 23, 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
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Sat 4/11
8:00 pm-11:33 pm
Nonstop2h 33m
Boston Logan Intl
Tue 4/14
7:45 pm-9:42 pm
Nonstop2h 57m
$237
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Sun 5/31
5:15 am-10:35 am
1 stop4h 20m
Hartford Bradley Intl
Sun 5/31
6:45 pm-11:00 pm
1 stop5h 15m
$237
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Sat 5/30
4:25 pm-10:55 pm
1 stop5h 30m
Hartford Bradley Intl
Sun 5/31
6:45 pm-11:00 pm
1 stop5h 15m
$237
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Sat 6/6
5:50 am-12:05 pm
1 stop5h 15m
Hartford Bradley Intl
Sun 6/7
6:25 pm-11:55 pm
1 stop6h 30m
$237
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Wed 6/17
6:40 am-11:47 am
1 stop4h 07m
Albany Intl
Wed 6/24
6:00 am-9:04 am
1 stop4h 04m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Mon 7/6
7:40 am-3:26 pm
1 stop6h 46m
Albany Intl
Wed 7/8
6:00 am-9:29 am
1 stop4h 29m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Sat 4/18
4:13 pm-11:59 pm
1 stop6h 46m
Albany Intl
Sat 4/25
1:10 pm-6:24 pm
1 stop6h 14m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Mon 7/6
6:30 pm-11:47 pm
1 stop4h 17m
Albany Intl
Tue 7/7
6:10 am-10:34 am
1 stop5h 24m
$241
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Wed 6/3
12:40 pm-10:05 pm
2 stops8h 25m
Hartford Bradley Intl
Tue 6/9
4:30 pm-10:55 pm
1 stop7h 25m
$242
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Thu 5/28
2:45 pm-6:15 pm
Nonstop2h 30m
Boston Logan Intl
Mon 6/1
5:30 am-10:40 am
1 stop6h 10m
$247
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.
TYS-BOS
BNA-ALB
BNA-BOS
BNA-BDL
TYS-BDL
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
TYS-BOS
BNA-ALB
BNA-BOS
BNA-BDL
What is the cheapest month to book a flight from Kentucky to Massachusetts?
Currently, September is the cheapest month in which you can book a flight from Kentucky to Massachusetts (average of $139). Flying from Kentucky to Massachusetts in February is currently the most expensive (average of $282). 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 March 23, 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.
Weekly flight availability from Kentucky to Massachusetts
Explore weekly flight availability from Kentucky to Massachusetts. 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 March 23, 2026.
The most flights from USKY to USMA are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
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 March 23, 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.
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
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.
Browse thousands of different options on Cheapflights for your next trip
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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 March 23, 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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$219 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$209 | Average$357 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$384 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$372 | FlexibilityNo cancel fee | On-time69% |