$57+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SDF
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Boston to Kentucky
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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 August 7, 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 August 7, 2026.
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:35 pm -
Nonstop2h 26m
Sun 9/137:10 am -
Nonstop2h 15m
Deal found 8/4![Allegiant Air logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/319:02 am -
Nonstop2h 30m
Tue 11/38:30 am -
Nonstop2h 12m
Deal found 8/3![Allegiant Air logo]()
$125
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 9/512:35 pm -
Nonstop2h 26m
Thu 9/107:10 am -
Nonstop2h 15m
Deal found 8/3![Allegiant Air logo]()
$129
This Cheapflightsfares deal was found by Cheapflights users on 8/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:32 am -
Nonstop2h 30m
Sun 11/17:30 am -
Nonstop2h 12m
Deal found 8/2![Allegiant Air logo]()
$131
This Cheapflightsfares deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 -
Nonstop2h 28m
Sat 8/299:30 am -
Nonstop2h 19m
Deal found 8/5![Allegiant Air logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Thu 10/2910:32 am -
Nonstop2h 30m
Sun 11/17:30 am -
Nonstop2h 12m
Deal found 8/3![Allegiant Air logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 11/1210:19 am -
Nonstop2h 30m
Sun 11/156:00 am -
Nonstop2h 19m
Deal found 8/6![Allegiant Air logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:35 pm -
Nonstop2h 26m
Wed 9/308:30 am -
Nonstop2h 12m
Deal found 8/4![Allegiant Air logo]()
$162
This CheapOair deal was found by Cheapflights users on 8/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:35 pm -
Nonstop2h 26m
Sun 9/69:30 am -
Nonstop2h 15m
Deal found 8/2![Allegiant Air logo]()
$165
This Frontier deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 11/510:11 am -
1 stop9h 31m
Sat 11/77:37 pm -
1 stop12h 39m
Deal found 8/5![Frontier logo]()
$212
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:04 am -
1 stop7h 01m
Wed 9/94:20 pm -
Nonstop3h 20m
Deal found 8/6![Multiple Airlines logo]()
$218
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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.
Thu 9/1011:17 am -
1 stop6h 28m
Mon 9/142:25 pm -
1 stop6h 38m
Deal found 8/6![Multiple Airlines logo]()
$224
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 August 7, 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 August 7, 2026.
This JetBlue deal was found by Cheapflights users on 8/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:45 pm -
1 stop8h 08m
Mon 9/142:25 pm -
1 stop8h 14m
Deal found 8/4![JetBlue logo]()
$269
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 9/55:45 am -
1 stop4h 52m
Sat 9/126:00 pm -
1 stop7h 10m
Deal found 8/2![United Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:25 am -
2 stops8h 30m
Wed 9/96:40 pm -
Nonstop2h 35m
Deal found 8/4![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 9/197:55 am -
1 stop6h 45m
Mon 9/217:25 pm -
1 stop5h 52m
Deal found 8/2![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/41:30 pm -
1 stop7h 37m
Tue 9/85:29 pm -
1 stop4h 44m
Deal found 8/6![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 9/310:38 am -
1 stop6h 20m
Sun 9/67:20 pm -
1 stop4h 39m
Deal found 8/2![United Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/225:50 am -
1 stop5h 20m
Tue 8/256:40 pm -
Nonstop2h 30m
Deal found 8/6![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 8/2. 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.
Wed 9/168:20 am -
Nonstop2h 53m
Sat 9/197:20 am -
1 stop6h 22m
Deal found 8/2![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:23 pm -
1 stop4h 36m
Sun 9/136:00 am -
1 stop5h 01m
Deal found 8/4![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:29 pm -
1 stop7h 17m
Sun 9/275:23 am -
1 stop7h 06m
Deal found 8/2![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 8/3. 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 9/105:00 am -
2 stops7h 20m
Mon 9/141:00 pm -
2 stops9h 15m
Deal found 8/3![Southwest logo]()
$310
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/275:30 am -
1 stop7h 31m
Sun 8/307:08 pm -
1 stop6h 17m
Deal found 8/6![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/315:30 am -
1 stop5h 00m
Mon 11/26:35 am -
2 stops6h 55m
Deal found 8/6![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 8/4. 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.
Tue 8/256:50 am -
1 stop6h 11m
Tue 9/16:00 am -
1 stop6h 45m
Deal found 8/4![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/38:54 am -
1 stop6h 10m
Tue 10/612:14 pm -
1 stop5h 42m
Deal found 8/6![American Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Sat 9/57:30 am -
2 stops10h 05m
Sun 9/61:51 pm -
1 stop5h 28m
Deal found 8/2![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 8/2. 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 10/292:59 pm -
1 stop6h 33m
Sun 11/17:59 pm -
1 stop5h 21m
Deal found 8/2![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/315:30 am -
2 stops8h 35m
Sun 11/86:35 am -
2 stops6h 55m
Deal found 8/6![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Mon 9/285:45 am -
1 stop4h 52m
Mon 10/55:45 am -
2 stops6h 58m
Deal found 8/3![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 10/175:39 am -
1 stop4h 09m
Thu 10/226:55 am -
1 stop5h 27m
Deal found 8/4![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 8/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:32 am -
1 stop5h 09m
Mon 9/76:00 am -
1 stop4h 35m
Deal found 8/3![American Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:50 am -
2 stops8h 50m
Tue 9/1512:45 pm -
2 stops8h 45m
Deal found 8/4![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/235:39 am -
1 stop4h 09m
Sun 10/255:59 pm -
1 stop5h 15m
Deal found 8/6![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/3. 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 9/298:15 am -
2 stops10h 45m
Tue 10/61:00 pm -
2 stops8h 15m
Deal found 8/3![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/35:45 am -
1 stop4h 52m
Tue 9/86:00 am -
2 stops8h 22m
Deal found 8/6![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/43:14 pm -
1 stop4h 49m
Tue 9/86:00 am -
1 stop7h 22m
Deal found 8/6![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 8/3. 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 9/195:50 am -
2 stops6h 15m
Tue 9/2210:05 am -
2 stops7h 30m
Deal found 8/3![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/57:05 am -
1 stop6h 11m
Mon 9/77:00 am -
1 stop5h 50m
Deal found 8/5![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 8/4. 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.
Mon 8/247:55 am -
1 stop5h 06m
Mon 8/315:00 pm -
1 stop6h 41m
Deal found 8/4![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Wed 8/1210:33 am -
2 stops8h 08m
Sat 8/156:00 am -
1 stop8h 24m
Deal found 8/4![American Airlines logo]()
$514
Last-minute flights from Boston to KentuckyDiscover last-minute flight deals from Boston to Kentucky. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Kentucky. Data last updated August 7, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 -
Nonstop2h 28m
Sat 8/299:30 am -
Nonstop2h 19m
Deal found 8/5![Allegiant Air logo]()
$149
This CheapOair deal was found by Cheapflights users on 8/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:35 pm -
Nonstop2h 26m
Sun 9/69:30 am -
Nonstop2h 15m
Deal found 8/2![Allegiant Air logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 9/512:35 pm -
Nonstop2h 26m
Thu 9/107:10 am -
Nonstop2h 15m
Deal found 8/3![Allegiant Air logo]()
$129
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:04 am -
1 stop7h 01m
Wed 9/94:20 pm -
Nonstop3h 20m
Deal found 8/6![Multiple Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/612:35 pm -
Nonstop2h 26m
Sun 9/137:10 am -
Nonstop2h 15m
Deal found 8/6![Allegiant Air logo]()
$131
This Priceline deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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.
Thu 9/1011:17 am -
1 stop6h 28m
Mon 9/142:25 pm -
1 stop6h 38m
Deal found 8/6![Multiple Airlines logo]()
$224
This CheapOair deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/1011:17 am -
1 stop6h 28m
Tue 9/152:25 pm -
1 stop6h 38m
Deal found 8/6![Multiple Airlines logo]()
$229
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:35 pm -
Nonstop2h 26m
Sun 9/137:10 am -
Nonstop2h 15m
Deal found 8/4![Allegiant Air logo]()
$121
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/125:00 am -
Nonstop2h 35m
Tue 9/156:40 pm -
Nonstop2h 35m
Deal found 8/6![Southwest logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:25 am -
Nonstop2h 49m
Sat 9/196:00 am -
Nonstop2h 34m
Deal found 8/4![JetBlue logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:35 pm -
Nonstop2h 26m
Wed 9/308:30 am -
Nonstop2h 12m
Deal found 8/4![Allegiant Air logo]()
$162
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:25 am -
Nonstop2h 49m
Sat 10/36:00 am -
Nonstop2h 34m
Deal found 8/4![JetBlue logo]()
$233
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 August 7, 2026.
Search for one-way flight options from Boston to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:39 pm -
Nonstop2h 28m
Deal found 8/7![Allegiant Air logo]()
$57
This CheapOair deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/3011:32 am -
Nonstop2h 30m
Deal found 8/5![Allegiant Air logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/2711:32 am -
Nonstop2h 30m
Deal found 8/6![Allegiant Air logo]()
$63
This CheapOair deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/612:35 pm -
Nonstop2h 26m
Deal found 8/5![Allegiant Air logo]()
$71
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 -
Nonstop2h 26m
Deal found 8/6![Allegiant Air logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/249:02 am -
Nonstop2h 30m
Deal found 8/6![Allegiant Air logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/2712:39 pm -
Nonstop2h 28m
Deal found 8/5![Allegiant Air logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:39 pm -
Nonstop2h 28m
Deal found 8/7![Allegiant Air logo]()
$97
This Mytrip deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:15 am -
Nonstop2h 26m
Deal found 8/7![Allegiant Air logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:39 pm -
Nonstop2h 28m
Deal found 8/7![Allegiant Air logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 11/510:19 am -
Nonstop2h 30m
Deal found 8/7![Allegiant Air logo]()
$121
This Super.com deal was found by Cheapflights users on 8/2. 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.
Thu 9/2411:17 am -
1 stop8h 19m
Deal found 8/2![Frontier logo]()
$121
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 August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Cheapflightsfares) |
One-way from | $57 (Kiwi.com) |
Popular in | April |
Cheapest in | December |
Average price | $433 |
Good round-trip deal | $433 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 August 7, 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 Boston Logan Intl - BNA Nashville Intl
BOSBNA
Boston Logan Intl
Sat 9/12
2:45 pm-9:53 pm
1 stop8h 08m
Nashville Intl
Mon 9/14
2:25 pm-11:39 pm
1 stop8h 14m
$269
BostonKnoxville
BOS Boston Logan Intl - TYS Knoxville McGhee Tyson
BOSTYS
Boston Logan Intl
Sat 9/5
5:45 am-10:37 am
1 stop4h 52m
Knoxville McGhee Tyson
Sat 9/12
6:00 pm-1:10 am
1 stop7h 10m
$272
BostonNashville
BOS Boston Logan Intl - BNA Nashville Intl
BOSBNA
Boston Logan Intl
Wed 9/2
5:25 am-12:55 pm
2 stops8h 30m
Nashville Intl
Wed 9/9
6:40 pm-10:15 pm
Nonstop2h 35m
$282
BostonKnoxville
BOS Boston Logan Intl - TYS Knoxville McGhee Tyson
BOSTYS
Boston Logan Intl
Thu 9/3
10:38 am-4:58 pm
1 stop6h 20m
Knoxville McGhee Tyson
Sun 9/6
7:20 pm-11:59 pm
1 stop4h 39m
$290
BostonKnoxville
BOS Boston Logan Intl - TYS Knoxville McGhee Tyson
BOSTYS
Boston Logan Intl
Sat 9/12
7:23 pm-11:59 pm
1 stop4h 36m
Knoxville McGhee Tyson
Sun 9/13
6:00 am-11:01 am
1 stop5h 01m
$304
Quickest round-trip
BostonNashville
BOS Boston Logan Intl - BNA Nashville Intl
BOSBNA
Boston Logan Intl
Sat 8/22
5:50 am-10:10 am
1 stop5h 20m
Nashville Intl
Tue 8/25
6:40 pm-10:10 pm
Nonstop2h 30m
$307
BostonKnoxville
BOS Boston Logan Intl - TYS Knoxville McGhee Tyson
BOSTYS
Boston Logan Intl
Sat 9/19
7:55 am-2:40 pm
1 stop6h 45m
Knoxville McGhee Tyson
Mon 9/21
7:25 pm-1:17 am
1 stop5h 52m
$309
BostonKnoxville
BOS Boston Logan Intl - TYS Knoxville McGhee Tyson
BOSTYS
Boston Logan Intl
Thu 9/10
5:00 am-12:20 pm
2 stops7h 20m
Knoxville McGhee Tyson
Mon 9/14
1:00 pm-10:15 pm
2 stops9h 15m
$310
BostonNashville
BOS Boston Logan Intl - BNA Nashville Intl
BOSBNA
Boston Logan Intl
Wed 9/16
8:20 am-10:13 am
Nonstop2h 53m
Nashville Intl
Sat 9/19
7:20 am-2:42 pm
1 stop6h 22m
$312
BostonNashville
BOS Boston Logan Intl - BNA Nashville Intl
BOSBNA
Boston Logan Intl
Sat 10/31
5:30 am-9:30 am
1 stop5h 00m
Nashville Intl
Mon 11/2
6:35 am-2:30 pm
2 stops6h 55m
$316
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-CVG
BOS-BNA
BOS-TRI
BOS-LEX
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-CVG
BOS-BNA
BOS-TRI
What is the cheapest month to book a flight from Boston to Kentucky?
Currently, December is the cheapest month in which you can book a flight from Boston to Kentucky (average of $381). Flying from Boston to Kentucky in April is currently the most expensive (average of $522). 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 August 7, 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.
How much does it cost to fly round-trip from Boston to Kentucky?
Airfare is below average for this route at the moment.
Boston to Kentucky flights typically cost between $370 and $528 in October.The cheapest round-trip price found within the last 5 days was $297 on Multiple Airlines (Oct 5-Oct 9).
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 August 7, 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.
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 7, 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$435 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$417 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$342 | Average$518 | FlexibilityNo cancel fee | On-time63% |