$43+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Boston with Cheapflights
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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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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 10, 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 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/39:30 am -
Nonstop2h 15m
Sun 9/612:35 pm -
Nonstop2h 26m
Deal found 8/8![Allegiant Air logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Sun 11/1510:11 am -
1 stop27h 20m
Deal found 8/9![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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
Sat 9/2612:54 pm -
2 stops27h 54m
Deal found 8/8![Multiple Airlines logo]()
$194
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 9/69:30 am -
Nonstop2h 15m
Sun 9/1310:15 am -
Nonstop2h 26m
Deal found 8/6![Allegiant Air logo]()
$197
This CheapOair deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/226:34 pm -
1 stop12h 46m
Mon 10/269:15 am -
1 stop25h 57m
Deal found 8/9![Frontier logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 12/68:30 am -
Nonstop2h 15m
Thu 12/1011:35 am -
Nonstop2h 36m
Deal found 8/8![Allegiant Air logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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
Sat 9/1912:54 pm -
2 stops27h 54m
Deal found 8/8![Multiple Airlines logo]()
$203
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:34 pm -
1 stop12h 46m
Wed 10/1411:05 am -
1 stop24h 07m
Deal found 8/7![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/115:40 pm -
1 stop16h 11m
Mon 9/1411:36 am -
1 stop22h 12m
Deal found 8/8![Frontier logo]()
$211
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:34 pm -
1 stop12h 46m
Thu 10/229:15 am -
1 stop9h 23m
Deal found 8/7![Frontier logo]()
$212
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 8/279:30 am -
Nonstop2h 19m
Sat 8/2912:39 pm -
Nonstop2h 28m
Deal found 8/6![Allegiant Air logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 8/307:00 am -
2 stops28h 47m
Sat 9/512:35 pm -
Nonstop2h 26m
Deal found 8/9![Multiple Airlines logo]()
$215
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 10, 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 10, 2026.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/106:50 pm -
Nonstop2h 35m
Mon 9/145:25 am -
Nonstop2h 35m
Deal found 8/9![Southwest logo]()
$221
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:10 am -
Nonstop2h 32m
Mon 9/146:19 am -
1 stop8h 09m
Deal found 8/5![JetBlue logo]()
$254
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 8/295:45 am -
1 stop4h 33m
Sat 9/56:01 am -
1 stop7h 17m
Deal found 8/5![United Airlines logo]()
$290
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:15 pm -
1 stop5h 18m
Mon 9/76:00 am -
1 stop4h 58m
Deal found 8/7![Delta logo]()
$309
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2410:54 am -
1 stop6h 50m
Thu 1/78:30 am -
1 stop6h 39m
Deal found 8/5![American Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/168:41 pm -
1 stop13h 28m
Thu 10/221:00 pm -
2 stops26h 56m
Deal found 8/9![Multiple Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/2410:25 am -
Nonstop2h 35m
Wed 10/285:45 pm -
Nonstop2h 45m
Deal found 8/10![Southwest logo]()
$221
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:00 am -
Nonstop2h 30m
Sat 9/121:30 pm -
Nonstop2h 49m
Deal found 8/5![JetBlue logo]()
$267
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/167:05 am -
2 stops8h 55m
Sat 9/265:00 am -
1 stop7h 05m
Deal found 8/9![Southwest logo]()
$257
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:02 pm -
1 stop5h 28m
Sun 9/135:45 am -
1 stop4h 52m
Deal found 8/7![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 11/211:49 pm -
1 stop6h 34m
Thu 11/265:30 am -
1 stop7h 48m
Deal found 8/9![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.
Wed 9/94:57 pm -
1 stop5h 27m
Sun 9/136:00 am -
1 stop4h 38m
Deal found 8/6![American Airlines logo]()
$319
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:45 pm -
2 stops8h 45m
Sat 9/125:00 am -
1 stop6h 55m
Deal found 8/5![Southwest logo]()
$278
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.
Thu 9/109:45 am -
2 stops7h 03m
Sun 9/135:45 am -
1 stop4h 52m
Deal found 8/5![United Airlines logo]()
$314
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.
Tue 10/206:55 am -
1 stop5h 27m
Sat 10/241:05 pm -
1 stop4h 06m
Deal found 8/6![Delta logo]()
$319
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.
Sat 8/297:00 am -
2 stops7h 50m
Thu 9/35:45 am -
1 stop4h 52m
Deal found 8/6![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/28:50 am -
1 stop6h 10m
Sun 9/67:45 am -
Nonstop2h 40m
Deal found 8/9![Southwest logo]()
$289
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 10/233:54 pm -
1 stop7h 26m
Sun 10/255:30 am -
1 stop6h 28m
Deal found 8/6![Delta logo]()
$319
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:57 pm -
1 stop5h 34m
Mon 9/285:40 am -
1 stop4h 19m
Deal found 8/7![Delta logo]()
$319
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:50 am -
1 stop4h 50m
Wed 9/91:20 pm -
2 stops7h 35m
Deal found 8/5![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 10/36:00 am -
1 stop5h 01m
Tue 10/67:38 am -
2 stops9h 33m
Deal found 8/8![United Airlines logo]()
$324
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
2 stops14h 32m
Mon 9/75:01 am -
2 stops8h 59m
Deal found 8/5![Multiple Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/184:57 pm -
1 stop5h 27m
Tue 9/228:25 am -
2 stops6h 39m
Deal found 8/8![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 11/112:25 pm -
1 stop8h 04m
Sat 11/147:30 am -
2 stops7h 10m
Deal found 8/8![United Airlines logo]()
$330
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 10/233:54 pm -
1 stop7h 26m
Wed 10/281:55 pm -
1 stop5h 18m
Deal found 8/6![Delta logo]()
$335
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.
Fri 10/301:50 pm -
2 stops10h 15m
Sun 11/15:10 am -
1 stop7h 00m
Deal found 8/6![Southwest logo]()
$313
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 12/27:00 am -
2 stops7h 23m
Thu 12/1012:20 pm -
1 stop6h 17m
Deal found 8/8![United Airlines logo]()
$337
This American 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 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 8/5![American Airlines logo]()
$455
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:14 am -
1 stop4h 27m
Tue 8/252:40 pm -
Nonstop2h 56m
Deal found 8/5![Delta logo]()
$347
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.
Tue 9/1510:05 am -
2 stops7h 30m
Thu 9/171:10 pm -
1 stop6h 40m
Deal found 8/6![Southwest logo]()
$316
Last-minute flights from Kentucky to BostonDiscover last-minute flight deals from Kentucky to Boston. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Boston. Data last updated August 10, 2026 and is based on user searches.
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 8/279:30 am -
Nonstop2h 19m
Sat 8/2912:39 pm -
Nonstop2h 28m
Deal found 8/6![Allegiant Air logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 8/307:00 am -
2 stops28h 47m
Sat 9/512:35 pm -
Nonstop2h 26m
Deal found 8/9![Multiple Airlines logo]()
$215
This Cheapflightsfares deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/39:30 am -
Nonstop2h 15m
Sun 9/612:35 pm -
Nonstop2h 26m
Deal found 8/8![Allegiant Air logo]()
$189
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:05 pm -
1 stop15h 04m
Fri 9/1111:36 am -
1 stop6h 09m
Deal found 8/7![Frontier logo]()
$198
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 9/59:30 am -
Nonstop2h 15m
Sun 9/69:36 am -
2 stops26h 51m
Deal found 8/7![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 9/69:30 am -
Nonstop2h 15m
Sun 9/1310:15 am -
Nonstop2h 26m
Deal found 8/6![Allegiant Air logo]()
$197
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/86:40 pm -
Nonstop2h 35m
Sat 9/125:00 am -
Nonstop2h 35m
Deal found 8/10![Southwest logo]()
$221
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.
Wed 9/95:40 pm -
1 stop15h 42m
Wed 9/231:30 pm -
Nonstop2h 49m
Deal found 8/6![Multiple Airlines logo]()
$218
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:27 am -
1 stop24h 24m
Mon 9/1411:36 am -
1 stop6h 09m
Deal found 8/7![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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
Sat 9/2612:54 pm -
2 stops27h 54m
Deal found 8/8![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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
Sat 9/1912:54 pm -
2 stops27h 54m
Deal found 8/8![Multiple Airlines logo]()
$203
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:30 am -
Nonstop2h 15m
Sat 10/39:02 am -
Nonstop2h 30m
Deal found 8/7![Allegiant Air logo]()
$219
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 10, 2026.
Search for one-way flight options from Kentucky to Boston. Find affordable one-way fares based on user searches. Data last updated August 10, 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 9/129:30 am -
Nonstop2h 15m
Deal found 8/7![Allegiant Air logo]()
$43
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.
Sun 9/137:10 am -
Nonstop2h 15m
Deal found 8/6![Allegiant Air logo]()
$51
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 9/59:30 am -
Nonstop2h 15m
Deal found 8/5![Allegiant Air logo]()
$55
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.
Sun 9/69:30 am -
Nonstop2h 15m
Deal found 8/5![Allegiant Air logo]()
$60
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.
Sun 10/117:15 am -
Nonstop2h 12m
Deal found 8/5![Allegiant Air logo]()
$83
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 8/156:45 am -
Nonstop2h 20m
Deal found 8/5![Allegiant Air logo]()
$93
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:05 pm -
1 stop15h 04m
Deal found 8/6![Frontier logo]()
$104
This Booking.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:34 pm -
1 stop12h 46m
Deal found 8/9![Frontier logo]()
$105
This CheapOair deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:34 pm -
1 stop14h 35m
Deal found 8/9![Frontier logo]()
$109
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.
Wed 9/168:56 pm -
1 stop13h 26m
Deal found 8/6![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 10/1311:10 am -
1 stop21h 59m
Deal found 8/9![Frontier logo]()
$110
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/146:50 pm -
Nonstop2h 35m
Deal found 8/10![Southwest logo]()
$111
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $189 (Cheapflightsfares) |
One-way from | $43 (Kiwi.com) |
Popular in | April |
Cheapest in | October |
Average price | $408 |
Good round-trip deal | $441 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 2,558,603 searches. Data last updated August 10, 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
Quickest round-trip
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Thu 9/10
6:50 pm-10:25 pm
Nonstop2h 35m
Boston Logan Intl
Mon 9/14
5:25 am-7:00 am
Nonstop2h 35m
$221
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Sat 10/24
10:25 am-2:00 pm
Nonstop2h 35m
Boston Logan Intl
Wed 10/28
5:45 pm-7:30 pm
Nonstop2h 45m
$221
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Sat 9/12
9:10 am-12:42 pm
Nonstop2h 32m
Boston Logan Intl
Mon 9/14
6:19 am-1:28 pm
1 stop8h 09m
$254
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Wed 9/16
7:05 am-4:00 pm
2 stops8h 55m
Boston Logan Intl
Sat 9/26
5:00 am-12:05 pm
1 stop7h 05m
$257
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Sat 9/5
9:00 am-12:30 pm
Nonstop2h 30m
Boston Logan Intl
Sat 9/12
1:30 pm-3:19 pm
Nonstop2h 49m
$267
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Wed 9/9
12:45 pm-9:30 pm
2 stops8h 45m
Boston Logan Intl
Sat 9/12
5:00 am-11:55 am
1 stop6h 55m
$278
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Wed 9/2
8:50 am-4:00 pm
1 stop6h 10m
Boston Logan Intl
Sun 9/6
7:45 am-9:25 am
Nonstop2h 40m
$289
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Sat 8/29
5:45 am-10:18 am
1 stop4h 33m
Boston Logan Intl
Sat 9/5
6:01 am-1:18 pm
1 stop7h 17m
$290
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Wed 9/2
8:50 am-2:40 pm
1 stop4h 50m
Boston Logan Intl
Wed 9/9
1:20 pm-7:55 pm
2 stops7h 35m
$292
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Fri 9/11
6:02 pm-11:30 pm
1 stop5h 28m
Boston Logan Intl
Sun 9/13
5:45 am-10:37 am
1 stop4h 52m
$308
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
TRI-BOS
SDF-BOS
LEX-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
TRI-BOS
SDF-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 10, 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.
Weekly flight availability from Kentucky to Boston
Explore weekly flight availability from Kentucky to Boston. 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 August 10, 2026.
The most flights from USKY to BOS are scheduled on a Friday (7 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (1 on average).
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 $371 and $464 in September.The cheapest round-trip price found within the last 5 days was $257 on Southwest (Sep 16-Sep 26).
How far ahead should I book a flight from Kentucky to Boston?
Booking 73 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
Cambridge
Concord
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Auburn
Chelsea
York Beach
Londonderry
Swansea
Revere
Fitchburg
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 10, 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 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$398 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$204 | Average$387 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$293 | Average$413 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$437 | FlexibilityNo cancel fee | On-time69% |