$46+ Cheap flights from Boston (BOS) to Kentucky
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Jul 22 — Jul 291
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Kentucky with Cheapflights
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Cheapest flights from Boston to KentuckyExplore the most affordable flight options available from Boston to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
Explore the most affordable flight options available from Boston to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:55 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Sat 8/86:45 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$143
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sun 8/239:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Thu 8/2012:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Thu 8/279:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 6/17![Allegiant Air logo]()
$153
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:40 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sat 8/86:45 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 6/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:35 pm
BOS
- TYS
Nonstop2h 26m
Allegiant Air
Wed 9/308:30 am
TYS
- BOS
Nonstop2h 12m
Allegiant Air
Deal found 6/19![Allegiant Air logo]()
$156
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:35 am
BOS
- TYS
Nonstop2h 36m
Allegiant Air
Sun 12/68:30 am
TYS
- BOS
Nonstop2h 15m
Allegiant Air
Deal found 6/17![Allegiant Air logo]()
$160
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:40 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sun 8/97:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 6/20. 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.
Sat 7/49:40 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Thu 7/97:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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.
Sat 8/16:19 am
BOS
- BNA
Nonstop2h 51m
JetBlue
Tue 8/411:08 am
BNA
- BOS
1 stop5h 09m
JetBlue
Deal found 6/17![JetBlue logo]()
$224
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:04 am
BOS
- BNA
1 stop7h 01m
Multiple Airlines
Thu 7/1611:07 am
BNA
- BOS
1 stop5h 00m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 6/18. 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 9/232:40 pm
BOS
- BNA
Nonstop2h 49m
Delta
Sat 9/267:05 am
BNA
- BOS
Nonstop2h 41m
Delta
Deal found 6/18![Delta logo]()
$227
This JetBlue deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:19 am
BOS
- BNA
Nonstop2h 51m
JetBlue
Fri 7/3111:07 am
BNA
- BOS
1 stop5h 15m
JetBlue
Deal found 6/17![JetBlue logo]()
$229
Best flights from Boston to KentuckyDiscover carefully curated flight deals from Boston to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
Discover carefully curated flight deals from Boston to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
This JetBlue deal was found by Cheapflights users on 6/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:45 pm
BOS
- BNA
1 stop5h 18m
JetBlue
Sat 8/17:45 pm
BNA
- BOS
Nonstop2h 36m
JetBlue
Deal found 6/21![JetBlue logo]()
$229
This Southwest deal was found by Cheapflights users on 6/17. 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.
Wed 8/51:20 pm
BOS
- TYS
1 stop6h 30m
Southwest
Tue 8/117:00 am
TYS
- BOS
2 stops9h 10m
Southwest
Deal found 6/17![Southwest logo]()
$268
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Wed 8/55:45 am
BOS
- BNA
2 stops7h 44m
United Airlines
Fri 8/76:30 pm
BNA
- BOS
1 stop4h 29m
United Airlines
Deal found 6/21![United Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 6/21. 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 7/295:55 pm
BOS
- TYS
1 stop5h 57m
Delta
Thu 7/305:35 pm
TYS
- BOS
1 stop5h 56m
Delta
Deal found 6/21![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:00 am
BOS
- TRI
1 stop5h 22m
American Airlines
Sun 7/265:00 am
TRI
- BOS
1 stop4h 19m
American Airlines
Deal found 6/20![American Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 7/1711:59 am
BOS
- EVV
2 stops28h 50m
Multiple Airlines
Fri 7/2411:41 am
EVV
- BOS
1 stop21h 28m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 6/20. 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 7/215:45 am
BOS
- BNA
2 stops9h 54m
United Airlines
Sat 7/256:24 pm
BNA
- BOS
1 stop5h 50m
United Airlines
Deal found 6/20![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 6/17. 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.
Thu 10/225:15 am
BOS
- BNA
Nonstop2h 40m
Southwest
Mon 10/265:00 am
BNA
- BOS
1 stop6h 00m
Southwest
Deal found 6/17![Southwest logo]()
$297
This JetBlue deal was found by Cheapflights users on 6/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:00 am
BOS
- BNA
Nonstop2h 50m
JetBlue
Thu 7/91:10 pm
BNA
- BOS
Nonstop2h 39m
JetBlue
Deal found 6/20![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 6/19. 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 9/119:05 am
BOS
- TRI
1 stop7h 15m
Delta
Tue 9/151:20 pm
TRI
- BOS
1 stop6h 02m
Delta
Deal found 6/19![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:05 am
BOS
- TRI
1 stop6h 17m
American Airlines
Fri 7/248:26 pm
TRI
- BOS
1 stop4h 11m
American Airlines
Deal found 6/17![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 6/20. 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 8/265:45 am
BOS
- BNA
2 stops7h 50m
United Airlines
Mon 8/316:00 am
BNA
- BOS
1 stop7h 22m
United Airlines
Deal found 6/20![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:25 am
BOS
- TYS
1 stop6h 30m
Southwest
Sat 9/127:50 am
TYS
- BOS
1 stop6h 20m
Southwest
Deal found 6/18![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 6/19. 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 7/306:45 am
BOS
- TRI
1 stop6h 11m
Delta
Sat 8/11:42 pm
TRI
- BOS
1 stop5h 50m
Delta
Deal found 6/19![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 8/145:45 pm
BOS
- TRI
1 stop5h 14m
American Airlines
Mon 8/175:29 pm
TRI
- BOS
1 stop4h 44m
American Airlines
Deal found 6/21![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Sat 9/195:45 am
BOS
- BNA
2 stops7h 50m
United Airlines
Wed 9/236:02 am
BNA
- BOS
2 stops7h 20m
United Airlines
Deal found 6/19![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 6/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:15 pm
BOS
- TYS
1 stop5h 40m
Southwest
Mon 8/177:10 am
TYS
- BOS
2 stops7h 45m
Southwest
Deal found 6/20![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 6/20. 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.
Thu 8/1310:15 am
BOS
- TYS
1 stop5h 15m
Delta
Sun 8/165:40 am
TYS
- BOS
1 stop5h 01m
Delta
Deal found 6/20![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/19. 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 7/237:00 am
BOS
- HTS
1 stop4h 56m
American Airlines
Sun 7/268:00 pm
HTS
- BOS
1 stop4h 37m
American Airlines
Deal found 6/19![American Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Sat 10/245:45 am
BOS
- BNA
2 stops7h 59m
United Airlines
Tue 10/271:34 pm
BNA
- BOS
2 stops7h 21m
United Airlines
Deal found 6/21![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 6/21. 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 8/15:10 am
BOS
- TYS
2 stops8h 55m
Southwest
Sat 8/226:50 am
TYS
- BOS
2 stops9h 00m
Southwest
Deal found 6/21![Southwest logo]()
$313
This Priceline deal was found by Cheapflights users on 6/18. 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.
Fri 7/38:10 am
BOS
- OWB
1 stop5h 45m
Multiple Airlines
Tue 7/74:25 pm
OWB
- BOS
1 stop6h 27m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 6/20. 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.
Tue 7/2810:00 am
BOS
- LEX
1 stop5h 01m
Delta
Wed 8/56:12 pm
LEX
- BOS
1 stop5h 47m
Delta
Deal found 6/20![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Mon 8/313:45 pm
BOS
- BNA
1 stop8h 00m
United Airlines
Wed 9/26:00 am
BNA
- BOS
2 stops7h 22m
United Airlines
Deal found 6/17![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 6/19. 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.
Fri 8/213:35 pm
BOS
- TYS
1 stop4h 20m
Southwest
Mon 8/248:25 am
TYS
- BOS
1 stop4h 05m
Southwest
Deal found 6/19![Southwest logo]()
$317
This United Airlines deal was found by Cheapflights users on 6/18. 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 9/195:45 am
BOS
- BNA
2 stops9h 23m
United Airlines
Mon 9/216:42 pm
BNA
- BOS
1 stop4h 17m
United Airlines
Deal found 6/18![United Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:05 am
BOS
- TRI
1 stop4h 37m
American Airlines
Sun 7/195:00 am
TRI
- BOS
1 stop4h 19m
American Airlines
Deal found 6/20![American Airlines logo]()
$388
This Southwest deal was found by Cheapflights users on 6/19. 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 7/255:20 am
BOS
- BNA
2 stops7h 20m
Southwest
Wed 7/295:20 am
BNA
- BOS
1 stop4h 35m
Southwest
Deal found 6/19![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 6/20. 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 7/292:12 pm
BOS
- CVG
Nonstop2h 33m
Delta
Sun 8/28:20 pm
CVG
- BOS
Nonstop2h 27m
Delta
Deal found 6/20![Delta logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/510:04 am
BOS
- TRI
1 stop23h 11m
Multiple Airlines
Fri 7/102:59 pm
TRI
- BOS
1 stop18h 10m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$502
Last-minute flights from Boston to KentuckyDiscover last-minute flight deals from Boston to Kentucky. Data last updated June 22, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Kentucky. Data last updated June 22, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:42 pm
BOS
- BNA
1 stop5h 23m
Multiple Airlines
Sun 7/55:05 pm
BNA
- BOS
1 stop15h 04m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$231
This SmartFares deal was found by Cheapflights users on 6/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:00 am
BOS
- BNA
Nonstop2h 50m
JetBlue
Mon 7/68:25 pm
BNA
- BOS
Nonstop2h 34m
JetBlue
Deal found 6/17![JetBlue logo]()
$230
This Cheapflightsfares deal was found by Cheapflights users on 6/20. 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.
Sat 7/49:40 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Thu 7/97:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 6/20. 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.
Sat 7/49:40 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Sat 7/116:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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.
Wed 7/812:45 pm
BOS
- BNA
1 stop5h 18m
JetBlue
Sat 7/117:45 pm
BNA
- BOS
Nonstop2h 36m
JetBlue
Deal found 6/17![JetBlue logo]()
$224
This CheapOair deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:04 am
BOS
- BNA
1 stop7h 01m
Multiple Airlines
Thu 7/1611:07 am
BNA
- BOS
1 stop5h 00m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/1810:59 am
BOS
- TYS
1 stop10h 43m
Allegiant Air
Thu 7/237:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/16![Allegiant Air logo]()
$213
This JetBlue deal was found by Cheapflights users on 6/19. 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 7/186:19 am
BOS
- BNA
Nonstop2h 51m
JetBlue
Tue 7/2111:07 am
BNA
- BOS
1 stop5h 10m
JetBlue
Deal found 6/19![JetBlue logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/1810:59 am
BOS
- TYS
1 stop10h 43m
Multiple Airlines
Mon 7/207:20 pm
TYS
- BOS
1 stop13h 49m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Sat 7/2510:59 am
BOS
- TYS
1 stop10h 43m
Allegiant Air
Sun 7/267:30 am
TYS
- BOS
Nonstop2h 20m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Sat 7/259:55 am
BOS
- TYS
Nonstop2h 22m
Multiple Airlines
Mon 7/2710:05 pm
TYS
- BOS
1 stop11h 04m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 7/3010:04 am
BOS
- TYS
1 stop12h 20m
Multiple Airlines
Sun 8/27:30 am
TYS
- BOS
Nonstop2h 20m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$222
One-way flights from Boston to KentuckySearch for one-way flight options from Boston to Kentucky. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
Search for one-way flight options from Boston to Kentucky. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Sat 9/512:35 pm
BOS
- TYS
Nonstop2h 26m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$46
This Super.com deal was found by Cheapflights users on 6/17. 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.
Sat 7/49:40 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Deal found 6/17![Allegiant Air logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Thu 8/2012:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Deal found 6/16![Allegiant Air logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Sat 7/1810:59 am
BOS
- TYS
1 stop10h 43m
Allegiant Air
Deal found 6/18![Allegiant Air logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Sat 7/259:55 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Deal found 6/18![Allegiant Air logo]()
$97
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2312:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Deal found 6/21![Allegiant Air logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Wed 8/511:59 am
BOS
- CVG
1 stop23h 14m
Frontier
Deal found 6/19![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 7/2811:52 am
BOS
- CVG
1 stop23h 56m
Frontier
Deal found 6/21![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Wed 8/1211:59 am
BOS
- CVG
1 stop23h 14m
Frontier
Deal found 6/18![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 9/1911:05 am
BOS
- CVG
1 stop12h 43m
Frontier
Deal found 6/19![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 6/18. 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.
Fri 10/211:05 am
BOS
- BNA
1 stop8h 37m
Frontier
Deal found 6/18![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:05 am
BOS
- BNA
1 stop8h 37m
Frontier
Deal found 6/21![Frontier logo]()
$120
Find flight deals from Boston to Kentucky
Keep the following information in mind while searching for Boston to Kentucky flight deals. Data was last updated June 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $143 (CheapOair) |
One-way from | $46 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $503 |
Good round-trip deal | $394 or less |
Good one-way deal | $288 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 22, 2026.
Use the filters below to find and compare flights from Boston to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Tue 7/28
12:45 pm-5:03 pm
1 stop5h 18m
Nashville Intl
Sat 8/1
7:45 pm-11:21 pm
Nonstop2h 36m
$229
BostonKnoxville
BOS - TYS
BOSTYS
Boston Logan Intl
Wed 8/5
1:20 pm-7:50 pm
1 stop6h 30m
Knoxville McGhee Tyson
Tue 8/11
7:00 am-4:10 pm
2 stops9h 10m
$268
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Wed 8/5
5:45 am-12:29 pm
2 stops7h 44m
Nashville Intl
Fri 8/7
6:30 pm-11:59 pm
1 stop4h 29m
$286
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Tue 7/21
5:45 am-2:39 pm
2 stops9h 54m
Nashville Intl
Sat 7/25
6:24 pm-1:14 am
1 stop5h 50m
$286
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Wed 8/26
5:45 am-12:35 pm
2 stops7h 50m
Nashville Intl
Mon 8/31
6:00 am-2:22 pm
1 stop7h 22m
$286
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sat 9/19
5:45 am-12:35 pm
2 stops7h 50m
Nashville Intl
Wed 9/23
6:02 am-2:22 pm
2 stops7h 20m
$292
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sat 10/24
5:45 am-12:44 pm
2 stops7h 59m
Nashville Intl
Tue 10/27
1:34 pm-9:55 pm
2 stops7h 21m
$292
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Thu 10/22
5:15 am-6:55 am
Nonstop2h 40m
Nashville Intl
Mon 10/26
5:00 am-12:00 pm
1 stop6h 00m
$297
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sun 7/5
6:00 am-7:50 am
Nonstop2h 50m
Nashville Intl
Thu 7/9
1:10 pm-4:49 pm
Nonstop2h 39m
$297
BostonKnoxville
BOS - TYS
BOSTYS
Boston Logan Intl
Wed 7/29
5:55 pm-11:52 pm
1 stop5h 57m
Knoxville McGhee Tyson
Thu 7/30
5:35 pm-11:31 pm
1 stop5h 56m
$299
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Boston to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Boston with our price prediction graph.
BOS-TYS
BOS-BNA
BOS-CVG
BOS-TRI
BOS-SDF
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 Boston to Kentucky
BOS-USKY
BOS-TYS
BOS-BNA
BOS-CVG
BOS-TRI
What is the cheapest month to book a flight from Boston to Kentucky?
Currently, September is the cheapest month in which you can book a flight from Boston to Kentucky (average of $98). Flying from Boston to Kentucky in March is currently the most expensive (average of $275). 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 BOS to KY?
Find hourly flight availability from Boston to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 22, 2026.
When flying from Boston to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Boston to Kentucky
Explore weekly flight availability from Boston to Kentucky. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 22, 2026.
The most flights from BOS to USKY are scheduled on a Monday (2 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Boston to Kentucky?
How far ahead should I book a flight from Boston to Kentucky?
The best time to book flights from Boston to Kentucky is 73 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated June 22, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Boston to Kentucky to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Boston to Kentucky. 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 Boston to Kentucky
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Kentucky by cabin class
Find flights from Boston to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Kentucky flights
Browse other Boston and Kentucky flight options. Last updated on June 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Kentucky flights
Consider these flights traveling from Boston to Kentucky.
Top 4 airlines flying from Boston to Kentucky
Discover the top 4 airlines that operate flights from Boston to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$508 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$406 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$335 | Average$492 | FlexibilityNo cancel fee | On-time63% |