$72+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — BOS
Oct 9 — Oct 161
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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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 September 9, 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 September 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/278:30 am -
Nonstop2h 12m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:30 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/9![Allegiant Air logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/316:00 am -
Nonstop2h 12m
Tue 11/311:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/246:00 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/246:00 am -
Nonstop2h 12m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/278:30 am -
Nonstop2h 12m
Thu 10/2910:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Thu 11/51:50 pm -
1 stop20h 20m
Sat 11/79:09 am -
Nonstop2h 30m
Deal found 9/4![Allegiant Air logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:30 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$202
This CheapOair deal was found by Cheapflights users on 9/7. 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.
Sat 10/246:00 am -
Nonstop2h 12m
Thu 10/2910:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$203
This CheapOair deal was found by Cheapflights users on 9/7. 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.
Sat 10/316:00 am -
Nonstop2h 12m
Sun 11/110:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$205
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:10 am -
Nonstop2h 19m
Sun 11/159:09 am -
Nonstop2h 30m
Deal found 9/8![Allegiant Air logo]()
$208
This CheapOair deal was found by Cheapflights users on 9/6. 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 9/305:40 pm -
1 stop15h 42m
Sat 10/311:26 am -
1 stop6h 19m
Deal found 9/6![Frontier logo]()
$268
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 September 9, 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 September 9, 2026.
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:23 pm -
1 stop5h 11m
Mon 10/265:30 am -
1 stop5h 24m
Deal found 9/8![Delta logo]()
$300
This JetBlue deal was found by Cheapflights users on 9/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:56 pm -
Nonstop3h 12m
Wed 10/211:00 pm -
1 stop6h 16m
Deal found 9/9![JetBlue logo]()
$316
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Tue 10/135:15 pm -
1 stop5h 44m
Sat 10/177:13 pm -
1 stop5h 02m
Deal found 9/5![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 11/105:35 am -
2 stops7h 55m
Wed 11/117:55 am -
2 stops8h 15m
Deal found 9/9![Southwest logo]()
$347
This American Airlines deal was found by Cheapflights users on 9/4. 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 11/2411:23 am -
1 stop7h 23m
Mon 11/3010:16 am -
1 stop8h 23m
Deal found 9/4![American Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/9. 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 11/211:59 pm -
1 stop7h 02m
Thu 11/265:30 am -
1 stop5h 34m
Deal found 9/9![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:50 pm -
2 stops8h 40m
Wed 10/2812:50 pm -
2 stops8h 15m
Deal found 9/8![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:53 pm -
1 stop6h 06m
Tue 10/275:39 am -
1 stop4h 09m
Deal found 9/8![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/8. 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 9/305:45 am -
2 stops6h 58m
Sun 10/45:45 am -
1 stop4h 52m
Deal found 9/8![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Fri 10/162:45 pm -
1 stop5h 14m
Sun 10/187:00 am -
1 stop7h 18m
Deal found 9/5![American Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:59 pm -
1 stop5h 21m
Mon 11/97:00 pm -
1 stop4h 58m
Deal found 9/8![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/8. 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 9/237:00 am -
2 stops7h 22m
Sat 9/2612:45 pm -
1 stop7h 43m
Deal found 9/8![United Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:00 pm -
1 stop5h 50m
Mon 12/712:50 pm -
1 stop7h 35m
Deal found 9/8![Southwest logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Sat 10/174:04 pm -
1 stop4h 52m
Mon 10/196:50 pm -
1 stop4h 50m
Deal found 9/8![American Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:50 am -
2 stops8h 50m
Tue 12/13:30 pm -
1 stop6h 35m
Deal found 9/8![Southwest logo]()
$382
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 10/88:30 am -
1 stop5h 25m
Thu 10/156:00 am -
1 stop5h 30m
Deal found 9/8![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 9/7. 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 9/239:57 am -
1 stop8h 11m
Wed 9/308:20 am -
Nonstop2h 53m
Deal found 9/7![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:35 pm -
1 stop6h 00m
Wed 12/95:30 am -
2 stops8h 20m
Deal found 9/8![Southwest logo]()
$388
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Tue 11/107:44 pm -
2 stops15h 07m
Sat 11/145:30 am -
1 stop18h 29m
Deal found 9/8![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:40 am -
1 stop4h 32m
Sun 11/18:15 pm -
Nonstop2h 54m
Deal found 9/6![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 9/6. 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 12/295:00 am -
1 stop5h 00m
Tue 1/55:30 am -
2 stops7h 00m
Deal found 9/6![Southwest logo]()
$392
This American Airlines deal was found by Cheapflights users on 9/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:48 am -
2 stops7h 19m
Wed 10/74:48 pm -
1 stop8h 21m
Deal found 9/7![American Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 9/224:07 pm -
1 stop7h 24m
Sat 9/265:30 am -
1 stop7h 15m
Deal found 9/7![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Thu 11/129:45 am -
2 stops7h 42m
Sun 11/155:30 am -
2 stops11h 29m
Deal found 9/8![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:40 pm -
1 stop5h 00m
Mon 11/1612:50 pm -
1 stop7h 35m
Deal found 9/8![Southwest logo]()
$393
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Fri 12/42:25 pm -
1 stop6h 33m
Mon 12/79:30 am -
1 stop5h 15m
Deal found 9/8![United Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/195:45 pm -
Nonstop2h 38m
Thu 1/75:00 pm -
1 stop5h 46m
Deal found 9/8![Delta logo]()
$382
This American Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:00 am -
1 stop6h 10m
Sun 11/87:05 am -
1 stop4h 46m
Deal found 9/6![American Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 9/5. 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.
Sat 10/246:40 am -
2 stops8h 40m
Sat 10/315:15 am -
2 stops10h 15m
Deal found 9/5![Southwest logo]()
$397
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/246:00 am -
1 stop5h 01m
Sun 11/85:30 am -
2 stops7h 43m
Deal found 9/8![United Airlines logo]()
$413
Last-minute flights from Kentucky to BostonDiscover last-minute flight deals from Kentucky to Boston. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Boston. Data last updated September 9, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:30 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/9![Allegiant Air logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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.
Thu 10/227:30 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/5![Allegiant Air logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/246:00 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/246:00 am -
Nonstop2h 12m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$191
This CheapOair deal was found by Cheapflights users on 9/7. 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.
Sat 10/246:00 am -
Nonstop2h 12m
Thu 10/2910:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/246:00 am -
Nonstop2h 12m
Sun 11/110:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:30 am -
Nonstop2h 12m
Tue 10/2711:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:30 am -
Nonstop2h 12m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/278:30 am -
Nonstop2h 12m
Sat 10/319:02 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/278:30 am -
Nonstop2h 12m
Thu 10/2910:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/316:00 am -
Nonstop2h 12m
Tue 11/311:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$180
This CheapOair deal was found by Cheapflights users on 9/7. 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.
Sat 10/316:00 am -
Nonstop2h 12m
Sun 11/110:32 am -
Nonstop2h 30m
Deal found 9/7![Allegiant Air logo]()
$205
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 September 9, 2026.
Search for one-way flight options from Kentucky to Boston. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This iWofly deal was found by Cheapflights users on 9/5. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:30 am -
Nonstop2h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 11/196:30 am -
Nonstop2h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Allegiant Air logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 12/259:00 am -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Allegiant Air logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Sun 11/156:00 am -
Nonstop2h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Allegiant Air logo]()
$89
This Super.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:19 pm -
1 stop14h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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.
Tue 10/138:30 am -
Nonstop2h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/257:30 am -
Nonstop2h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 12/226:15 am -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Allegiant Air logo]()
$115
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:56 pm -
1 stop13h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 9/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:56 pm -
1 stop13h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$118
This CheapOair deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:56 pm -
1 stop13h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 12/236:20 am -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Allegiant Air logo]()
$126
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 September 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $173 (Kiwi.com) |
One-way from | $72 (iWofly) |
Popular in | April |
Cheapest in | December |
Average price | $470 |
Good round-trip deal | $442 or less |
Good one-way deal | $226 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 September 9, 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 11/9
7:22 pm-1:13 am
1 stop5h 51m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Wed 10/7
5:45 am-12:43 pm
2 stops6h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Tue 9/29
2:25 pm-10:03 pm
1 stop6h 38m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Thu 12/10
7:45 am-5:55 pm
1 stop9h 10m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Sat 12/5
1:00 pm-4:36 pm
Nonstop2h 36m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Thu 10/22
5:55 pm-9:30 pm
Nonstop2h 35m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Tue 9/29
1:35 pm-5:05 pm
Nonstop2h 30m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
NashvilleBoston
BNA Nashville Intl - BOS Boston Logan Intl
BNABOS
Nashville Intl
Tue 10/6
2:05 pm-9:08 pm
1 stop6h 03m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Thu 10/8
5:45 am-12:43 pm
2 stops6h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
KnoxvilleBoston
TYS Knoxville McGhee Tyson - BOS Boston Logan Intl
TYSBOS
Knoxville McGhee Tyson
Fri 11/13
5:45 am-12:26 pm
2 stops6h 41m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
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
OWB-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
CVG-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 $357). Flying from Kentucky to Boston in April is currently the most expensive (average of $503). 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 September 9, 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 $393 and $563 in November.The cheapest round-trip price found within the last 5 days was $309 on Multiple Airlines (Nov 13-Nov 18).
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
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Revere
York Beach
Londonderry
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
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
Other flight options
Popular flights
Top destinations
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 September 9, 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 September 9, 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 September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$139 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$204 | Average$404 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$387 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$293 | Average$415 | FlexibilityNo cancel fee | On-time63% |