$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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Jun 3 — Jun 101
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 May 4, 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 May 4, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sun 8/309:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 9/512:35 pm
BOS
- TYS
Nonstop2h 26m
Allegiant Air
Sat 9/129:30 am
TYS
- BOS
Nonstop2h 15m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 10/2410:32 am
BOS
- TYS
Nonstop2h 30m
Allegiant Air
Sat 10/317:30 am
TYS
- BOS
Nonstop2h 12m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/610:54 am
BOS
- TYS
1 stop10h 44m
Allegiant Air
Sat 6/136:45 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/610:54 am
BOS
- TYS
1 stop10h 44m
Allegiant Air
Sat 6/206:30 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:53 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Sun 6/77:30 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$156
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/2212:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sat 8/299:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sat 5/306:45 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$159
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 8/2912:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Thu 9/39:30 am
TYS
- BOS
Nonstop2h 15m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:39 pm
BOS
- TYS
Nonstop2h 28m
Allegiant Air
Sun 8/239:30 am
TYS
- BOS
Nonstop2h 19m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:07 am
BOS
- BNA
1 stop26h 53m
Multiple Airlines
Tue 5/192:05 pm
BNA
- BOS
1 stop18h 07m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$191
This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/2010:07 am
BOS
- BNA
1 stop7h 10m
Multiple Airlines
Wed 5/277:52 pm
BNA
- BOS
Nonstop2h 34m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$199
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 May 4, 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 May 4, 2026.
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:10 am
BOS
- BNA
Nonstop2h 45m
Southwest
Fri 5/297:45 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 4/29![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 6/139:30 am
BOS
- BNA
Nonstop2h 58m
Delta
Mon 6/157:13 am
BNA
- BOS
Nonstop2h 42m
Delta
Deal found 5/1![Delta logo]()
$272
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 7/168:05 am
BOS
- TRI
1 stop4h 17m
American Airlines
Tue 7/215:15 am
TRI
- BOS
1 stop4h 05m
American Airlines
Deal found 5/4![American Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/812:01 pm
BOS
- LEX
2 stops24h 26m
Multiple Airlines
Thu 6/1110:00 am
LEX
- BOS
1 stop7h 34m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 9/27:35 am
BOS
- BNA
2 stops7h 12m
United Airlines
Sat 9/58:40 am
BNA
- BOS
1 stop7h 03m
United Airlines
Deal found 5/1![United Airlines logo]()
$332
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/3012:40 pm
BOS
- BNA
Nonstop2h 45m
Southwest
Mon 6/16:05 pm
BNA
- BOS
1 stop4h 50m
Southwest
Deal found 5/3![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/67:00 am
BOS
- LEX
1 stop7h 26m
Delta
Sat 6/135:56 pm
LEX
- BOS
1 stop5h 18m
Delta
Deal found 5/3![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:20 pm
BOS
- BNA
Nonstop2h 55m
Delta
Tue 5/198:30 am
BNA
- BOS
1 stop5h 50m
Delta
Deal found 5/3![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/201:10 pm
BOS
- BNA
1 stop6h 40m
Southwest
Mon 8/246:50 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 5/3![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:00 am
BOS
- LEX
1 stop7h 01m
Delta
Wed 7/153:54 pm
LEX
- BOS
1 stop6h 39m
Delta
Deal found 5/2![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 9/15:01 pm
BOS
- LEX
1 stop7h 08m
United Airlines
Sat 9/56:00 pm
LEX
- BOS
1 stop5h 20m
United Airlines
Deal found 5/3![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/228:10 am
BOS
- BNA
2 stops6h 10m
Southwest
Sun 8/238:10 pm
BNA
- BOS
Nonstop2h 30m
Southwest
Deal found 4/29![Southwest logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/36:04 am
BOS
- TRI
1 stop4h 38m
American Airlines
Sun 7/58:26 pm
TRI
- BOS
1 stop4h 10m
American Airlines
Deal found 4/29![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 7/99:00 am
BOS
- LEX
1 stop6h 01m
Delta
Tue 7/1410:11 am
LEX
- BOS
1 stop5h 07m
Delta
Deal found 5/2![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 9/810:50 am
BOS
- TYS
2 stops8h 05m
Southwest
Sat 9/126:50 am
TYS
- BOS
1 stop6h 40m
Southwest
Deal found 5/2![Southwest logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:00 am
BOS
- TRI
1 stop13h 40m
Multiple Airlines
Sun 5/179:28 pm
TRI
- BOS
1 stop24h 14m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:37 am
BOS
- TRI
2 stops6h 10m
American Airlines
Sat 5/308:27 pm
TRI
- BOS
1 stop4h 13m
American Airlines
Deal found 5/1![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/98:05 am
BOS
- TYS
1 stop6h 44m
Delta
Fri 6/125:35 pm
TYS
- BOS
1 stop5h 52m
Delta
Deal found 4/30![Delta logo]()
$306
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/95:00 pm
BOS
- TYS
1 stop4h 15m
Southwest
Fri 6/127:45 pm
TYS
- BOS
1 stop4h 25m
Southwest
Deal found 5/3![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 10/318:15 am
BOS
- PAH
1 stop6h 15m
United Airlines
Wed 11/45:00 am
PAH
- BOS
1 stop8h 02m
United Airlines
Deal found 5/3![United Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:05 pm
BOS
- TRI
2 stops6h 52m
American Airlines
Sat 5/238:27 pm
TRI
- BOS
1 stop4h 13m
American Airlines
Deal found 5/1![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 9/251:10 pm
BOS
- BNA
1 stop6h 40m
Southwest
Mon 9/289:00 am
BNA
- BOS
1 stop7h 05m
Southwest
Deal found 5/3![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:30 am
BOS
- TRI
1 stop7h 26m
Delta
Tue 7/211:42 pm
TRI
- BOS
1 stop7h 18m
Delta
Deal found 5/4![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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.
Sun 5/246:40 pm
BOS
- SDF
1 stop5h 09m
United Airlines
Sat 5/306:00 am
SDF
- BOS
1 stop4h 20m
United Airlines
Deal found 5/2![United Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:40 am
BOS
- HTS
1 stop4h 49m
American Airlines
Tue 5/126:00 am
HTS
- BOS
1 stop6h 44m
American Airlines
Deal found 4/30![American Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/305:35 am
BOS
- TRI
1 stop7h 21m
Delta
Fri 6/57:41 pm
TRI
- BOS
1 stop5h 47m
Delta
Deal found 5/3![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/156:39 pm
BOS
- LEX
1 stop5h 20m
United Airlines
Sun 5/175:30 am
LEX
- BOS
1 stop5h 31m
United Airlines
Deal found 5/1![United Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:35 am
BOS
- BNA
1 stop11h 00m
Southwest
Wed 7/293:15 pm
BNA
- BOS
2 stops7h 05m
Southwest
Deal found 4/30![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:35 am
BOS
- TRI
1 stop7h 20m
Delta
Sat 6/64:49 pm
TRI
- BOS
1 stop7h 09m
Delta
Deal found 5/3![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:55 am
BOS
- BNA
2 stops6h 35m
Southwest
Sun 7/59:05 pm
BNA
- BOS
1 stop10h 05m
Southwest
Deal found 5/3![Southwest logo]()
$318
Last-minute flights from Boston to KentuckyDiscover last-minute flight deals from Boston to Kentucky. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Kentucky. Data last updated May 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:07 am
BOS
- BNA
1 stop26h 53m
Multiple Airlines
Tue 5/192:05 pm
BNA
- BOS
1 stop18h 07m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/187:00 am
BOS
- BNA
1 stop16h 49m
Multiple Airlines
Tue 5/192:05 pm
BNA
- BOS
1 stop18h 07m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$200
This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/2010:07 am
BOS
- BNA
1 stop7h 10m
Multiple Airlines
Wed 5/277:52 pm
BNA
- BOS
Nonstop2h 34m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/239:45 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Thu 5/287:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Thu 5/287:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sat 5/306:45 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sun 5/317:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:45 am
BOS
- TYS
Nonstop2h 29m
Multiple Airlines
Mon 6/112:27 pm
TYS
- BOS
2 stops19h 22m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/3010:46 am
BOS
- TYS
1 stop11h 32m
Allegiant Air
Sun 5/317:30 am
TYS
- BOS
Nonstop2h 10m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:45 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Thu 6/47:30 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/309:45 am
BOS
- TYS
Nonstop2h 29m
Multiple Airlines
Fri 6/512:49 pm
TYS
- BOS
2 stops36h 35m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/3110:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Sun 6/77:30 am
TYS
- BOS
Nonstop2h 18m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$177
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 May 4, 2026.
Search for one-way flight options from Boston to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2410:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$46
This Super.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/309:45 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/239:45 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$58
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/49:40 am
BOS
- TYS
Nonstop2h 22m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$59
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/236:00 am
BOS
- CVG
1 stop5h 41m
Frontier
Deal found 4/29![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/276:00 am
BOS
- CVG
1 stop29h 04m
Frontier
Deal found 5/2![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/269:12 am
BOS
- CVG
1 stop26h 29m
Frontier
Deal found 4/29![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/3110:30 am
BOS
- TYS
Nonstop2h 29m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$84
This Super.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/186:00 am
BOS
- CVG
1 stop5h 41m
Frontier
Deal found 5/2![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/306:00 am
BOS
- CVG
1 stop5h 41m
Frontier
Deal found 4/30![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/139:53 am
BOS
- TYS
Nonstop2h 23m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$94
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Wed 7/296:00 am
BOS
- CVG
1 stop5h 48m
Frontier
Deal found 4/30![Frontier logo]()
$95
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $139 (Cheapflightsfares) |
One-way from | $46 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $459 |
Good round-trip deal | $451 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 May 4, 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
Quickest round-trip
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Tue 5/26
8:10 am-9:55 am
Nonstop2h 45m
Nashville Intl
Fri 5/29
7:45 pm-11:15 pm
Nonstop2h 30m
$267
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sat 6/13
9:30 am-11:28 am
Nonstop2h 58m
Nashville Intl
Mon 6/15
7:13 am-10:55 am
Nonstop2h 42m
$272
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sat 5/30
12:40 pm-2:25 pm
Nonstop2h 45m
Nashville Intl
Mon 6/1
6:05 pm-11:55 pm
1 stop4h 50m
$275
BostonLexington
BOS - LEX
BOSLEX
Boston Logan Intl
Sat 6/6
7:00 am-2:26 pm
1 stop7h 26m
Lexington Blue Grass
Sat 6/13
5:56 pm-11:14 pm
1 stop5h 18m
$275
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Mon 5/18
7:20 pm-9:15 pm
Nonstop2h 55m
Nashville Intl
Tue 5/19
8:30 am-3:20 pm
1 stop5h 50m
$287
BostonLexington
BOS - LEX
BOSLEX
Boston Logan Intl
Fri 7/10
8:00 am-3:01 pm
1 stop7h 01m
Lexington Blue Grass
Wed 7/15
3:54 pm-10:33 pm
1 stop6h 39m
$292
BostonLexington
BOS - LEX
BOSLEX
Boston Logan Intl
Thu 7/9
9:00 am-3:01 pm
1 stop6h 01m
Lexington Blue Grass
Tue 7/14
10:11 am-3:18 pm
1 stop5h 07m
$292
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Thu 8/20
1:10 pm-6:50 pm
1 stop6h 40m
Nashville Intl
Mon 8/24
6:50 pm-10:20 pm
Nonstop2h 30m
$297
BostonNashville
BOS - BNA
BOSBNA
Boston Logan Intl
Sat 8/22
8:10 am-1:20 pm
2 stops6h 10m
Nashville Intl
Sun 8/23
8:10 pm-11:40 pm
Nonstop2h 30m
$302
BostonKnoxville
BOS - TYS
BOSTYS
Boston Logan Intl
Tue 9/8
10:50 am-6:55 pm
2 stops8h 05m
Knoxville McGhee Tyson
Sat 9/12
6:50 am-1:30 pm
1 stop6h 40m
$303
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-BNA
BOS-TRI
BOS-LEX
BOS-TYS
BOS-PAH
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-BNA
BOS-TRI
BOS-LEX
BOS-TYS
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.
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 May 4, 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 May 4, 2026.
The most flights from BOS to USKY are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, 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?
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 May 4, 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 May 4, 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$471 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$394 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$248 | Average$402 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$335 | Average$452 | FlexibilityNo cancel fee | On-time63% |