$162+ Cheap flights from Kentucky to Boston (BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Dec 4 — Dec 111
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 November 4, 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 November 4, 2026.
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:55 am -
1 stop10h 42m
Mon 12/1412:30 pm -
1 stop8h 55m
Deal found 11/1![American Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/25:12 pm -
2 stops16h 59m
Sun 12/610:31 am -
1 stop25h 17m
Deal found 10/31![Multiple Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:00 am -
1 stop6h 33m
Fri 1/16:45 am -
1 stop8h 20m
Deal found 11/3![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:15 am -
1 stop5h 07m
Sun 11/229:37 am -
1 stop6h 02m
Deal found 10/30![American Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/27:00 am -
1 stop6h 54m
Wed 12/92:50 pm -
2 stops7h 42m
Deal found 11/2![United Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/237:10 am -
1 stop6h 49m
Sat 1/25:45 am -
1 stop7h 27m
Deal found 11/3![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/47:00 am -
2 stops7h 32m
Sun 12/65:45 am -
2 stops7h 15m
Deal found 10/31![United Airlines logo]()
$355
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/239:00 am -
1 stop6h 58m
Thu 11/267:20 am -
2 stops10h 10m
Deal found 11/3![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Sun 11/229:00 am -
2 stops7h 42m
Fri 1/15:45 am -
2 stops7h 27m
Deal found 11/3![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2511:17 am -
1 stop4h 50m
Tue 12/295:29 pm -
1 stop6h 17m
Deal found 10/30![American Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/128:31 pm -
1 stop13h 39m
Sun 12/610:31 am -
1 stop25h 17m
Deal found 10/31![Allegiant Air logo]()
$366
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/15:20 pm -
Nonstop2h 18m
Sat 12/510:27 am -
1 stop9h 35m
Deal found 10/31![American Airlines logo]()
$369
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 November 4, 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 November 4, 2026.
This Delta deal was found by Cheapflights users on 11/2. 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 1/161:10 pm -
1 stop5h 48m
Mon 1/186:00 pm -
1 stop5h 06m
Deal found 11/2![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/239:00 am -
1 stop6h 58m
Thu 11/267:20 am -
2 stops10h 10m
Deal found 11/3![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:15 pm -
1 stop5h 25m
Fri 11/275:20 am -
1 stop6h 50m
Deal found 11/2![Southwest logo]()
$377
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Fri 11/205:15 am -
1 stop5h 07m
Tue 11/245:40 am -
1 stop7h 20m
Deal found 11/3![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 11/2. 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 12/25:59 pm -
1 stop5h 16m
Wed 12/99:05 am -
1 stop8h 07m
Deal found 11/2![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/175:25 am -
1 stop7h 21m
Sat 11/211:29 pm -
1 stop5h 41m
Deal found 11/2![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/15:49 pm -
1 stop6h 10m
Sat 1/94:52 pm -
1 stop4h 46m
Deal found 10/30![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/32:05 pm -
1 stop7h 40m
Mon 12/71:10 pm -
2 stops7h 30m
Deal found 10/31![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/225:45 am -
2 stops8h 40m
Thu 1/288:10 am -
1 stop4h 35m
Deal found 11/3![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:23 am -
1 stop7h 27m
Thu 11/265:20 pm -
1 stop5h 29m
Deal found 11/3![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/175:30 am -
1 stop6h 16m
Sat 11/217:31 am -
1 stop7h 10m
Deal found 11/2![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:50 am -
2 stops8h 00m
Wed 12/91:10 pm -
2 stops7h 30m
Deal found 11/2![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:05 am -
1 stop7h 51m
Thu 11/199:05 am -
1 stop5h 48m
Deal found 11/1![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:00 am -
1 stop6h 54m
Fri 1/15:45 am -
2 stops7h 27m
Deal found 10/30![United Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 11/3. 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 1/145:45 am -
2 stops8h 40m
Thu 1/215:20 am -
2 stops10h 00m
Deal found 11/3![Southwest logo]()
$405
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/96:00 am -
2 stops13h 08m
Tue 1/126:00 am -
1 stop7h 15m
Deal found 10/30![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/25:58 pm -
1 stop4h 22m
Sat 12/512:20 pm -
1 stop6h 52m
Deal found 10/31![Delta logo]()
$445
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Thu 12/319:00 am -
1 stop6h 53m
Mon 1/49:30 am -
1 stop5h 08m
Deal found 11/3![United Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:40 pm -
1 stop6h 13m
Mon 12/79:30 am -
1 stop5h 35m
Deal found 10/30![United Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/191:00 pm -
Nonstop2h 30m
Tue 3/239:30 am -
Nonstop2h 48m
Deal found 10/30![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/41:30 pm -
Nonstop2h 21m
Tue 12/89:55 am -
Nonstop2h 54m
Deal found 10/31![Delta logo]()
$464
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/52:40 pm -
1 stop6h 13m
Tue 12/82:36 pm -
2 stops9h 18m
Deal found 10/31![United Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:30 pm -
Nonstop2h 31m
Mon 12/71:05 pm -
1 stop4h 11m
Deal found 10/30![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Wed 11/185:30 am -
1 stop6h 16m
Sun 11/227:31 am -
1 stop7h 10m
Deal found 11/3![United Airlines logo]()
$514
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 12/15:00 am -
2 stops17h 59m
Tue 12/86:00 am -
2 stops8h 17m
Deal found 11/4![United Airlines logo]()
$682
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:30 am -
1 stop26h 53m
Thu 11/196:00 am -
1 stop8h 41m
Deal found 10/31![United Airlines logo]()
$746
Last-minute flights from Kentucky to BostonDiscover last-minute flight deals from Kentucky to Boston. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Boston. Data last updated November 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/128:31 pm -
1 stop13h 39m
Sun 12/610:31 am -
1 stop25h 17m
Deal found 10/31![Allegiant Air logo]()
$366
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:15 am -
1 stop5h 07m
Sun 11/229:37 am -
1 stop6h 02m
Deal found 10/30![American Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Sun 11/229:00 am -
2 stops7h 42m
Fri 1/15:45 am -
2 stops7h 27m
Deal found 11/3![United Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/237:10 am -
1 stop6h 49m
Sat 1/25:45 am -
1 stop7h 27m
Deal found 11/3![United Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 11/3. 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 11/239:00 am -
1 stop6h 58m
Thu 11/267:20 am -
2 stops10h 10m
Deal found 11/3![United Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/15:20 pm -
Nonstop2h 18m
Sat 12/510:27 am -
1 stop9h 35m
Deal found 10/31![American Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/25:12 pm -
2 stops16h 59m
Sun 12/610:31 am -
1 stop25h 17m
Deal found 10/31![Multiple Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/27:00 am -
1 stop6h 54m
Wed 12/92:50 pm -
2 stops7h 42m
Deal found 11/2![United Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/47:00 am -
2 stops7h 32m
Sun 12/65:45 am -
2 stops7h 15m
Deal found 10/31![United Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:55 am -
1 stop10h 42m
Mon 12/1412:30 pm -
1 stop8h 55m
Deal found 11/1![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:00 am -
1 stop6h 33m
Fri 1/16:45 am -
1 stop8h 20m
Deal found 11/3![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2511:17 am -
1 stop4h 50m
Tue 12/295:29 pm -
1 stop6h 17m
Deal found 10/30![American Airlines logo]()
$365
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 November 4, 2026.
Search for one-way flight options from Kentucky to Boston. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 12/226:27 am -
1 stop10h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$162
This Southwest deal was found by Cheapflights users on 11/3. 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.
Wed 2/247:30 am -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Southwest logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:31 pm -
1 stop13h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Allegiant Air logo]()
$198
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/76:00 am -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Delta logo]()
$198
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/56:00 am -
2 stops13h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Delta logo]()
$204
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/237:44 am -
1 stop7h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:09 pm -
2 stops35h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:36 pm -
2 stops37h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$226
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/72:05 pm -
2 stops7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$232
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 11/255:15 am -
1 stop5h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/195:35 pm -
1 stop18h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Allegiant Air logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:09 pm -
2 stops35h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$246
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 November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $312 (Kiwi.com) |
One-way from | $162 (American Airlines) |
Popular in | April |
Cheapest in | January |
Average price | $450 |
Good round-trip deal | $553 or less |
Good one-way deal | $408 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 November 4, 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
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Mon 12/7
2:05 pm-9:45 pm
1 stop7h 40m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Wed 2/24
7:30 am-4:05 pm
2 stops8h 35m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
LexingtonBoston
LEX Lexington Blue Grass - BOS Boston Logan Intl
LEXBOS
Lexington Blue Grass
Mon 12/7
6:00 am-1:34 pm
1 stop7h 34m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$198
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Wed 12/23
7:36 pm-9:30 am
2 stops37h 54m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$226
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Fri 12/18
4:15 pm-11:55 pm
2 stops7h 40m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$232
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Sun 5/2
6:30 am-12:55 pm
1 stop6h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$262
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Sat 12/26
5:40 am-12:35 pm
1 stop6h 55m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$262
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Fri 1/1
2:05 pm-9:45 pm
2 stops7h 40m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
LouisvilleBoston
SDF Louisville Intl - BOS Boston Logan Intl
SDFBOS
Louisville Intl
Wed 11/11
5:40 am-12:20 pm
1 stop6h 40m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
LexingtonBoston
LEX Lexington Blue Grass - BOS Boston Logan Intl
LEXBOS
Lexington Blue Grass
Thu 12/10
7:35 am-6:56 pm
2 stops11h 21m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$275
Showing 1-10 of 45 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.
SDF-BOS
LEX-BOS
PAH-BOS
OWB-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
SDF-BOS
LEX-BOS
PAH-BOS
OWB-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 $362). Flying from Kentucky to Boston in April is currently the most expensive (average of $496). 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 November 4, 2026.
It’s typically best to fly out from Kentucky to Boston at noon. Doing so could potentially save you 75% on the flight price compared to flying in the evening, which is usually more expensive.
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 November 4, 2026.
The most flights from USKY to BOS are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 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 $377 and $512 in January.The cheapest round-trip price found within the last 5 days was $312 on Allegiant Air (Jan 22-Jan 24).
How far ahead should I book a flight from Kentucky to Boston?
Booking 74 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
Dedham
Cranston
Warwick
Pawtucket
Peabody
Fitchburg
Londonderry
York Beach
Revere
North Falmouth
Chelsea
Swansea
Braintree
Auburn
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
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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 November 4, 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 November 4, 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 November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$204 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$419 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$259 | Average$415 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$275 | Average$422 | FlexibilityNo cancel fee | On-time63% |