$48+ Cheap flights from Kentucky to Boston (BOS)
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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Boston 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 Kentucky to Boston
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Cheapest flights from Kentucky to BostonExplore the most affordable flight options available from Kentucky to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
Explore the most affordable flight options available from Kentucky to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
This CheapOair deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/57:10 am -
Nonstop2h 19m
Sun 11/89:09 am -
Nonstop2h 30m
Deal found 8/26![Allegiant Air logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/316:00 am -
Nonstop2h 12m
Sun 11/110:32 am -
Nonstop2h 30m
Deal found 8/24![Allegiant Air logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:30 am -
Nonstop2h 12m
Sat 10/312:32 pm -
Nonstop2h 30m
Deal found 8/23![Allegiant Air logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:36 pm -
1 stop14h 08m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 8/22![Allegiant Air logo]()
$207
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:30 am -
Nonstop2h 19m
Sat 9/512:35 pm -
Nonstop2h 26m
Deal found 8/22![Allegiant Air logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 am -
Nonstop2h 12m
Sat 10/312:32 pm -
Nonstop2h 30m
Deal found 8/23![Allegiant Air logo]()
$216
This CheapOair deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/176:00 am -
Nonstop2h 12m
Tue 10/2011:32 am -
Nonstop2h 30m
Deal found 8/25![Allegiant Air logo]()
$231
This Cheapflightsfares deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/308:30 am -
Nonstop2h 12m
Sun 10/410:17 am -
Nonstop2h 30m
Deal found 8/25![Allegiant Air logo]()
$243
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/59:10 am -
1 stop22h 59m
Sat 9/1211:36 am -
1 stop6h 09m
Deal found 8/24![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:25 pm -
1 stop8h 14m
Mon 9/216:19 am -
1 stop8h 09m
Deal found 8/23![JetBlue logo]()
$249
This Super.com deal was found by Cheapflights users on 8/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:25 pm -
1 stop6h 38m
Mon 9/142:45 pm -
1 stop8h 08m
Deal found 8/21![JetBlue logo]()
$251
This Priceline deal was found by Cheapflights users on 8/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:27 pm -
1 stop8h 58m
Fri 10/2311:47 am -
1 stop8h 56m
Deal found 8/21![Multiple Airlines logo]()
$254
Best flights from Kentucky to BostonDiscover carefully curated flight deals from Kentucky to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
Discover carefully curated flight deals from Kentucky to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/214:40 pm -
1 stop6h 51m
Wed 9/235:40 am -
1 stop4h 38m
Deal found 8/25![Delta logo]()
$271
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/296:00 am -
Nonstop2h 34m
Mon 10/52:45 pm -
1 stop7h 54m
Deal found 8/24![JetBlue logo]()
$283
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/57:25 pm -
1 stop4h 44m
Wed 10/75:45 am -
1 stop4h 52m
Deal found 8/25![United Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/176:50 pm -
Nonstop2h 35m
Tue 9/225:50 pm -
Nonstop2h 50m
Deal found 8/24![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Tue 9/223:29 pm -
1 stop6h 55m
Tue 9/293:40 pm -
1 stop7h 21m
Deal found 8/26![American Airlines logo]()
$319
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:00 pm -
Nonstop3h 12m
Mon 10/193:55 pm -
1 stop7h 23m
Deal found 8/24![JetBlue logo]()
$308
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/237:00 am -
1 stop4h 47m
Wed 9/3012:45 pm -
1 stop5h 52m
Deal found 8/25![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/254:00 pm -
1 stop7h 31m
Sat 9/265:30 am -
1 stop7h 15m
Deal found 8/25![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:05 am -
2 stops7h 30m
Sat 9/198:40 am -
1 stop11h 45m
Deal found 8/22![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:07 pm -
1 stop7h 24m
Tue 9/291:55 pm -
1 stop4h 43m
Deal found 8/25![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/277:00 am -
1 stop4h 26m
Thu 10/297:20 am -
1 stop5h 17m
Deal found 8/25![United Airlines logo]()
$322
This JetBlue deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:27 pm -
1 stop8h 52m
Sat 10/313:55 pm -
1 stop7h 27m
Deal found 8/22![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:50 pm -
Nonstop2h 35m
Sat 9/265:00 am -
Nonstop2h 35m
Deal found 8/23![Southwest logo]()
$332
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Sat 11/148:09 am -
1 stop4h 22m
Fri 11/208:00 am -
1 stop6h 14m
Deal found 8/21![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 11/211:59 pm -
1 stop7h 02m
Thu 11/265:30 am -
1 stop5h 34m
Deal found 8/24![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:33 pm -
1 stop5h 37m
Sat 9/2612:36 pm -
1 stop5h 25m
Deal found 8/23![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/267:25 pm -
1 stop4h 25m
Wed 10/286:45 am -
2 stops9h 55m
Deal found 8/25![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/105:53 pm -
1 stop6h 06m
Tue 10/138:00 am -
1 stop6h 42m
Deal found 8/24![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/237:00 am -
1 stop4h 47m
Sun 9/276:00 am -
1 stop5h 30m
Deal found 8/25![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 8/21. 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.
Mon 10/195:30 pm -
1 stop3h 50m
Mon 10/265:50 am -
2 stops7h 55m
Deal found 8/21![Southwest logo]()
$342
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:57 pm -
1 stop5h 27m
Sun 9/136:00 am -
1 stop4h 38m
Deal found 8/23![American Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:04 am -
1 stop6h 02m
Sat 11/75:39 am -
1 stop4h 09m
Deal found 8/23![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/21. 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 10/107:25 pm -
1 stop4h 34m
Tue 10/136:00 am -
3 stops14h 49m
Deal found 8/21![United Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 pm -
1 stop4h 45m
Tue 10/66:45 am -
2 stops9h 55m
Deal found 8/23![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am -
Nonstop2h 24m
Tue 10/138:25 am -
Nonstop2h 33m
Deal found 8/22![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:45 am -
2 stops6h 41m
Mon 11/97:15 am -
2 stops7h 33m
Deal found 8/25![United Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:35 pm -
1 stop5h 00m
Mon 10/55:10 pm -
1 stop7h 00m
Deal found 8/23![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Tue 9/86:00 am -
1 stop8h 03m
Thu 9/1710:30 am -
1 stop6h 53m
Deal found 8/21![American Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:25 pm -
1 stop7h 07m
Sat 11/146:05 pm -
Nonstop2h 43m
Deal found 8/22![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/85:45 am -
2 stops8h 50m
Tue 10/136:00 am -
2 stops8h 42m
Deal found 8/25![United Airlines logo]()
$361
Last-minute flights from Kentucky to BostonDiscover last-minute flight deals from Kentucky to Boston. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Boston. Data last updated August 26, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:30 am -
Nonstop2h 19m
Sat 9/512:35 pm -
Nonstop2h 26m
Deal found 8/22![Allegiant Air logo]()
$214
This CheapOair deal was found by Cheapflights users on 8/21. 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.
Wed 9/211:12 am -
1 stop20h 57m
Tue 9/152:40 pm -
1 stop8h 13m
Deal found 8/21![Multiple Airlines logo]()
$264
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/59:10 am -
1 stop22h 59m
Sat 9/1211:36 am -
1 stop6h 09m
Deal found 8/24![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 8/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:25 pm -
1 stop6h 38m
Mon 9/142:45 pm -
1 stop8h 08m
Deal found 8/21![JetBlue logo]()
$251
This Flysmarter deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:25 pm -
1 stop6h 38m
Mon 9/142:45 pm -
1 stop8h 08m
Deal found 8/22![JetBlue logo]()
$260
This Super.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:25 pm -
1 stop8h 14m
Mon 9/216:19 am -
1 stop8h 09m
Deal found 8/23![JetBlue logo]()
$249
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/195:40 pm -
1 stop16h 18m
Tue 9/222:40 pm -
1 stop8h 13m
Deal found 8/24![Multiple Airlines logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:25 pm -
1 stop8h 14m
Mon 9/285:15 am -
1 stop5h 17m
Deal found 8/24![JetBlue logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:25 pm -
1 stop6h 38m
Wed 9/306:19 am -
1 stop8h 09m
Deal found 8/23![JetBlue logo]()
$267
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Tue 9/292:25 pm -
1 stop8h 14m
Sat 10/311:26 am -
1 stop6h 19m
Deal found 8/24![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:30 am -
Nonstop2h 12m
Sat 10/312:32 pm -
Nonstop2h 30m
Deal found 8/23![Allegiant Air logo]()
$189
This Cheapflightsfares deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/308:30 am -
Nonstop2h 12m
Sun 10/410:17 am -
Nonstop2h 30m
Deal found 8/25![Allegiant Air logo]()
$243
One-way flights from Kentucky to BostonSearch for one-way flight options from Kentucky to Boston. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
Search for one-way flight options from Kentucky to Boston. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/76:00 am -
Nonstop2h 19m
Deal found 8/25![Allegiant Air logo]()
$48
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/129:30 am -
Nonstop2h 15m
Deal found 8/24![Allegiant Air logo]()
$60
This Cheapflightsfares deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:15 am -
Nonstop2h 12m
Deal found 8/21![Allegiant Air logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/137:10 am -
Nonstop2h 15m
Deal found 8/24![Allegiant Air logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/232:53 pm -
1 stop18h 46m
Deal found 8/25![Multiple Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/112:43 pm -
2 stops44h 46m
Deal found 8/26![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 11/1712:43 pm -
2 stops46h 06m
Deal found 8/21![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/212:43 pm -
2 stops20h 46m
Deal found 8/24![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:11 pm -
2 stops40h 18m
Deal found 8/22![Multiple Airlines logo]()
$121
This Super.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/165:40 pm -
1 stop15h 42m
Deal found 8/25![Frontier logo]()
$122
This Super.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:05 pm -
1 stop15h 04m
Deal found 8/23![Frontier logo]()
$123
This Super.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:40 pm -
1 stop16h 11m
Deal found 8/23![Frontier logo]()
$124
Find flight deals from Kentucky to Boston
Keep the following information in mind while searching for Kentucky to Boston flight deals. Data was last updated August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $176 (CheapOair) |
One-way from | $48 (Kiwi.com) |
Popular in | April |
Cheapest in | December |
Average price | $442 |
Good round-trip deal | $412 or less |
Good one-way deal | $277 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Boston 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 7,457,451 searches. Data last updated August 26, 2026.
Use the filters below to find and compare flights from Kentucky to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Mon 9/21
4:40 pm-11:31 pm
1 stop6h 51m
Boston Logan Intl
Wed 9/23
5:40 am-10:18 am
1 stop4h 38m
$271
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Tue 9/29
6:00 am-9:34 am
Nonstop2h 34m
Boston Logan Intl
Mon 10/5
2:45 pm-9:39 pm
1 stop7h 54m
$283
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Mon 10/5
7:25 pm-12:09 am
1 stop4h 44m
Boston Logan Intl
Wed 10/7
5:45 am-10:37 am
1 stop4h 52m
$300
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Fri 10/9
6:00 pm-10:12 pm
Nonstop3h 12m
Boston Logan Intl
Mon 10/19
3:55 pm-10:18 pm
1 stop7h 23m
$308
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Thu 9/17
6:50 pm-10:25 pm
Nonstop2h 35m
Boston Logan Intl
Tue 9/22
5:50 pm-7:40 pm
Nonstop2h 50m
$317
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Wed 9/23
7:00 am-12:47 pm
1 stop4h 47m
Boston Logan Intl
Wed 9/30
12:45 pm-5:37 pm
1 stop5h 52m
$317
BlountvilleBoston
TRI Blountville Tri Cities TN/VA - BOS Boston Logan Intl
TRIBOS
Blountville Tri Cities TN/VA
Tue 9/22
3:29 pm-10:24 pm
1 stop6h 55m
Boston Logan Intl
Tue 9/29
3:40 pm-11:01 pm
1 stop7h 21m
$319
BlountvilleBoston
TRI Blountville Tri Cities TN/VA - BOS Boston Logan Intl
TRIBOS
Blountville Tri Cities TN/VA
Fri 9/25
4:00 pm-11:31 pm
1 stop7h 31m
Boston Logan Intl
Sat 9/26
5:30 am-12:45 pm
1 stop7h 15m
$319
BlountvilleBoston
TRI Blountville Tri Cities TN/VA - BOS Boston Logan Intl
TRIBOS
Blountville Tri Cities TN/VA
Tue 9/22
4:07 pm-11:31 pm
1 stop7h 24m
Boston Logan Intl
Tue 9/29
1:55 pm-6:38 pm
1 stop4h 43m
$319
BlountvilleBoston
TRI Blountville Tri Cities TN/VA - BOS Boston Logan Intl
TRIBOS
Blountville Tri Cities TN/VA
Sat 11/21
1:59 pm-9:01 pm
1 stop7h 02m
Boston Logan Intl
Thu 11/26
5:30 am-11:04 am
1 stop5h 34m
$319
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Kentucky with our price prediction graph.
TYS-BOS
BNA-BOS
CVG-BOS
HTS-BOS
EVV-BOS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Kentucky to Boston
USKY-BOS
TYS-BOS
BNA-BOS
CVG-BOS
HTS-BOS
What is the cheapest month to book a flight from Kentucky to Boston?
Currently, January is the cheapest month in which you can book a flight from Kentucky to Boston (average of $357). Flying from Kentucky to Boston in April is currently the most expensive (average of $495). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from KY to BOS?
Find hourly flight availability from Kentucky to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 26, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Boston as you normally would.
How much does it cost to fly round-trip from Kentucky to Boston?
Airfare is below average for this route at the moment.
Kentucky to Boston flights typically cost between $368 and $532 in September.The cheapest round-trip price found within the last 5 days was $293 on American Airlines (Sep 6-Sep 6).
How far ahead should I book a flight from Kentucky to Boston?
Booking 51 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kentucky to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Auburn
Chelsea
York Beach
Londonderry
Revere
Fitchburg
Swansea
North Falmouth
Braintree
Sandwich
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.
Alternative routes
Boston flight routes
Complete your trip
Flights by cabin class
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Alternative routes for Kentucky to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 26, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Boston by cabin class
Find flights from Kentucky to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Boston flights
Browse other Kentucky and Boston flight options. Last updated on August 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Kentucky to Boston flights
Consider these flights traveling from Kentucky to Boston.
Top 4 airlines flying from Kentucky to Boston
Discover the top 4 airlines that operate flights from Kentucky to Boston. 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 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$405 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$204 | Average$403 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$293 | Average$413 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$437 | FlexibilityNo cancel fee | On-time69% |