$47+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Jun 16 — Jun 231
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 May 17, 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 May 17, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 5/13![Allegiant Air logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/89:13 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/12![Allegiant Air logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 5/12. 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 9/187:20 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Mon 9/2812:39 pm
ALB
- BNA
Nonstop2h 18m
Allegiant Air
Deal found 5/12![Allegiant Air logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 7/139:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 5/15. 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.
Fri 9/187:20 am
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Mon 9/2112:39 pm
ALB
- BNA
Nonstop2h 18m
Allegiant Air
Deal found 5/15![Allegiant Air logo]()
$122
This Super.com deal was found by Cheapflights users on 5/13. 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 5/288:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Tue 6/27:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$127
This Super.com deal was found by Cheapflights users on 5/15. 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 6/155:20 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/229:18 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/15![Allegiant Air logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.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
Tue 6/97:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$137
This Breeze Airways deal was found by Cheapflights users on 5/13. 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 5/288:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/317:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 7/35:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Fri 7/109:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/12![Allegiant Air logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Mon 6/15:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Fri 6/59:13 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/14![Allegiant Air logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/48:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 6/77:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$142
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 May 17, 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 May 17, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/317:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$138
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Tue 7/286:30 pm
BNA
- BDL
1 stop4h 29m
United Airlines
Tue 8/44:55 pm
BDL
- BNA
1 stop5h 50m
United Airlines
Deal found 5/14![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 5/13. 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 5/296:43 pm
BNA
- ALB
1 stop4h 15m
Delta
Sun 5/316:10 am
ALB
- BNA
1 stop6h 27m
Delta
Deal found 5/13![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 5/15. 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 9/1812:25 pm
BNA
- ALB
1 stop4h 00m
Southwest
Mon 9/217:00 am
ALB
- BNA
1 stop6h 25m
Southwest
Deal found 5/15![Southwest logo]()
$241
This JetBlue deal was found by Cheapflights users on 5/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:25 pm
BNA
- BOS
Nonstop2h 34m
JetBlue
Sun 7/126:05 am
BOS
- BNA
1 stop5h 00m
JetBlue
Deal found 5/16![JetBlue logo]()
$295
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 6/287:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$218
This Delta deal was found by Cheapflights users on 5/14. 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 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 5/14![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 5/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:15 pm
BNA
- ALB
1 stop4h 20m
Southwest
Tue 7/144:15 pm
ALB
- BNA
2 stops5h 35m
Southwest
Deal found 5/14![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 5/15. 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 6/46:34 pm
BNA
- BOS
1 stop5h 40m
United Airlines
Mon 6/87:00 pm
BOS
- BNA
1 stop5h 02m
United Airlines
Deal found 5/15![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 5/15. 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.
Fri 6/55:14 pm
BNA
- BDL
1 stop6h 19m
Delta
Sun 6/76:00 am
BDL
- BNA
1 stop6h 33m
Delta
Deal found 5/15![Delta logo]()
$241
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 6/512:49 pm
BNA
- BOS
1 stop5h 41m
United Airlines
Wed 6/105:45 am
BOS
- BNA
1 stop4h 44m
United Airlines
Deal found 5/15![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 5/12. 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 7/295:00 am
BNA
- BOS
1 stop6h 45m
Southwest
Sat 8/155:50 am
BOS
- BNA
2 stops6h 15m
Southwest
Deal found 5/12![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 5/13. 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.
Fri 6/57:52 pm
BNA
- BOS
Nonstop2h 34m
JetBlue
Sun 6/75:05 pm
BOS
- BNA
Nonstop2h 56m
JetBlue
Deal found 5/13![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:05 am
BNA
- BOS
Nonstop2h 43m
Delta
Tue 6/92:46 pm
BOS
- BNA
Nonstop2h 53m
Delta
Deal found 5/14![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Tue 6/96:30 pm
BNA
- BOS
1 stop4h 29m
United Airlines
Fri 6/125:45 am
BOS
- BNA
1 stop4h 44m
United Airlines
Deal found 5/14![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 5/16. 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 7/255:50 am
BNA
- BDL
1 stop5h 15m
Southwest
Mon 7/277:10 pm
BDL
- BNA
1 stop4h 55m
Southwest
Deal found 5/16![Southwest logo]()
$268
This Delta deal was found by Cheapflights users on 5/15. 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.
Thu 5/286:10 am
CVG
- BDL
1 stop5h 57m
Delta
Sun 5/315:30 am
BDL
- CVG
1 stop4h 10m
Delta
Deal found 5/15![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Wed 6/1012:49 pm
BNA
- BOS
1 stop5h 41m
United Airlines
Fri 6/125:45 am
BOS
- BNA
1 stop4h 44m
United Airlines
Deal found 5/15![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 5/12. 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 6/212:00 pm
BNA
- BDL
Nonstop2h 25m
Southwest
Wed 6/311:20 am
BDL
- BNA
1 stop4h 10m
Southwest
Deal found 5/12![Southwest logo]()
$269
This KAYAK deal was found by Cheapflights users on 5/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Thu 6/257:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$340
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:19 am
CVG
- BDL
1 stop5h 56m
Delta
Tue 7/75:30 am
BDL
- CVG
1 stop4h 19m
Delta
Deal found 5/16![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Fri 6/56:30 pm
BNA
- BDL
1 stop4h 29m
United Airlines
Sun 6/76:00 am
BDL
- BNA
2 stops7h 29m
United Airlines
Deal found 5/15![United Airlines logo]()
$264
This KAYAK deal was found by Cheapflights users on 5/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:15 am
CVG
- BDL
2 stops9h 10m
Southwest
Thu 5/288:45 am
BDL
- CVG
3 stops12h 25m
Southwest
Deal found 5/14![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:19 am
CVG
- BDL
1 stop5h 56m
Delta
Sat 7/45:30 am
BDL
- CVG
1 stop4h 24m
Delta
Deal found 5/16![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/13. 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 6/610:05 am
BNA
- BOS
2 stops7h 15m
Southwest
Tue 6/98:55 am
BOS
- BNA
2 stops6h 50m
Southwest
Deal found 5/13![Southwest logo]()
$281
This United Airlines deal was found by Cheapflights users on 5/13. 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 5/276:00 am
CVG
- BDL
2 stops8h 06m
United Airlines
Wed 5/277:45 pm
BDL
- CVG
1 stop4h 14m
United Airlines
Deal found 5/13![United Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:39 am
LEX
- BOS
1 stop5h 44m
Delta
Tue 7/75:40 am
BOS
- LEX
1 stop4h 29m
Delta
Deal found 5/16![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 5/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:10 am
BNA
- BOS
2 stops6h 50m
Southwest
Sat 6/135:10 am
BOS
- BNA
1 stop5h 20m
Southwest
Deal found 5/14![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:53 pm
LEX
- BOS
1 stop4h 37m
Delta
Wed 7/89:00 am
BOS
- LEX
1 stop6h 01m
Delta
Deal found 5/14![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 5/15. 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 11/55:45 am
TYS
- BOS
2 stops6h 58m
United Airlines
Mon 11/96:00 am
BOS
- TYS
1 stop4h 00m
United Airlines
Deal found 5/15![United Airlines logo]()
$318
Last-minute flights from Kentucky to MassachusettsDiscover last-minute flight deals from Kentucky to Massachusetts. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Massachusetts. Data last updated May 17, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 5/14. 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 Super.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 5/14![Allegiant Air logo]()
$150
This Super.com deal was found by Cheapflights users on 5/13. 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 5/288:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Tue 6/27:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$127
This Breeze Airways deal was found by Cheapflights users on 5/13. 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 5/288:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 5/317:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Mon 6/15:25 pm
BNA
- ALB
Nonstop2h 06m
Allegiant Air
Fri 6/59:13 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/14![Allegiant Air logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.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
Tue 6/97:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/48:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Sun 6/77:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Thu 6/48:40 pm
CVG
- BDL
Nonstop2h 02m
Breeze Airways
Tue 6/97:00 am
BDL
- CVG
Nonstop2h 07m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/89:13 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/12![Allegiant Air logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 7/139:10 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$118
This Super.com deal was found by Cheapflights users on 5/15. 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 6/155:20 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/229:18 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/15![Allegiant Air logo]()
$134
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 5/13![Allegiant Air logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/265:20 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Mon 6/299:18 pm
ALB
- BNA
Nonstop2h 19m
Allegiant Air
Deal found 5/16![Allegiant Air logo]()
$147
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 May 17, 2026.
Search for one-way flight options from Kentucky to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 8/75:23 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/14![Allegiant Air logo]()
$47
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/195:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Deal found 5/14![Allegiant Air logo]()
$50
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/125:20 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Deal found 5/15![Allegiant Air logo]()
$53
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 7/35:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$57
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/55:15 pm
BNA
- ALB
Nonstop2h 08m
Allegiant Air
Deal found 5/12![Allegiant Air logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 7/105:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$62
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:19 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/16![Allegiant Air logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 11/64:19 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/13![Allegiant Air logo]()
$69
This Booking.com deal was found by Cheapflights users on 5/14. 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 Booking.com 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 5/14![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sat 6/136:45 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/15![Allegiant Air logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 7/175:11 pm
BNA
- ALB
Nonstop2h 09m
Allegiant Air
Deal found 5/14![Allegiant Air logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 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
Deal found 5/16![Allegiant Air logo]()
$74
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 May 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $95 (Cheapflightsfares) |
One-way from | $47 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $393 |
Good round-trip deal | $466 or less |
Good one-way deal | $338 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 May 17, 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
Quickest round-trip
CincinnatiHartford
CVG - BDL
CVGBDL
Cincinnati Cinci./N. Kentucky
Thu 5/28
8:40 pm-10:42 pm
Nonstop2h 02m
Hartford Bradley Intl
Sun 5/31
7:00 am-9:07 am
Nonstop2h 07m
$138
CincinnatiHartford
CVG - BDL
CVGBDL
Cincinnati Cinci./N. Kentucky
Tue 6/23
8:40 pm-10:42 pm
Nonstop2h 02m
Hartford Bradley Intl
Sun 6/28
7:00 am-9:07 am
Nonstop2h 07m
$218
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Tue 7/28
6:30 pm-11:59 pm
1 stop4h 29m
Hartford Bradley Intl
Tue 8/4
4:55 pm-9:45 pm
1 stop5h 50m
$237
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Fri 5/29
6:43 pm-11:58 pm
1 stop4h 15m
Albany Intl
Sun 5/31
6:10 am-11:37 am
1 stop6h 27m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Fri 9/18
12:25 pm-5:25 pm
1 stop4h 00m
Albany Intl
Mon 9/21
7:00 am-12:25 pm
1 stop6h 25m
$241
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
NashvilleHartford
BNA - BDL
BNABDL
Nashville Intl
Fri 6/5
5:14 pm-12:33 am
1 stop6h 19m
Hartford Bradley Intl
Sun 6/7
6:00 am-11:33 am
1 stop6h 33m
$241
NashvilleAlbany
BNA - ALB
BNAALB
Nashville Intl
Tue 7/7
5:15 pm-10:35 pm
1 stop4h 20m
Albany Intl
Tue 7/14
4:15 pm-8:50 pm
2 stops5h 35m
$246
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Thu 6/4
6:34 pm-1:14 am
1 stop5h 40m
Boston Logan Intl
Mon 6/8
7:00 pm-11:02 pm
1 stop5h 02m
$247
NashvilleBoston
BNA - BOS
BNABOS
Nashville Intl
Fri 6/5
7:05 am-10:48 am
Nonstop2h 43m
Boston Logan Intl
Tue 6/9
2:46 pm-4:39 pm
Nonstop2h 53m
$257
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
CVG-BDL
TYS-BOS
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
CVG-BDL
TYS-BOS
BNA-BDL
How far ahead should I book a flight from Kentucky to Massachusetts?
The price you pay for your flight from Kentucky to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 54 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 May 17, 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 May 17, 2026.
The most flights from USKY to USMA are scheduled on a Sunday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).
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 May 17, 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
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Overall
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 May 17, 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 May 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$358 | 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$357 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$294 | Average$437 | FlexibilityNo cancel fee | On-time69% |