How does KAYAK find such low prices on flights from Kentucky to Boston?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kentucky to Boston.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kentucky to Boston?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Kentucky to Boston?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Kentucky with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kentucky to Boston?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$154 CHEAP FLIGHTS from Kentucky to Boston

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Flight Deals

Cheap Flights from Kentucky to Boston

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Kentucky to Boston

Wed, Nov 4 - Sat, Nov 7

6:30 am - 4:40 pmSDF Louisville Intl-BOS Boston Logan Intl

10h 10m1 stop Washington, D.C. Reagan-National

10:18 am - 7:57 pmBOS Boston Logan Intl-SDF Louisville Intl

9h 39m1 stop Washington, D.C. Reagan-National

$313American Airlines

Wed, Oct 28 - Wed, Nov 4

6:00 am - 2:51 pmSDF Louisville Intl-BOS Boston Logan Intl

8h 51m1 stop Washington, D.C. Reagan-National

12:39 pm - 9:27 pmBOS Boston Logan Intl-SDF Louisville Intl

8h 48m1 stop Washington, D.C. Reagan-National

$313American Airlines

Thu, Oct 29 - Sun, Nov 1

6:55 am - 11:22 amLEX Lexington Blue Grass-BOS Boston Logan Intl

4h 27m1 stop New York LaGuardia

5:39 am - 10:51 amBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 12m1 stop Detroit Metropolitan Wayne County

$338Delta

Thu, Dec 10 - Mon, Jan 25

7:00 am - 11:26 amLEX Lexington Blue Grass-BOS Boston Logan Intl

4h 26m1 stop New York LaGuardia

12:55 pm - 5:09 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

4h 14m1 stop Detroit Metropolitan Wayne County

$339Delta

Thu, Oct 29 - Wed, Nov 4

5:30 am - 10:18 amLEX Lexington Blue Grass-BOS Boston Logan Intl

4h 48m1 stop Chicago O'Hare Intl

6:36 pm - 11:54 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 18m1 stop Chicago O'Hare Intl

$339United Airlines

Thu, Oct 29 - Wed, Nov 4

5:30 am - 12:46 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

7h 16m1 stop Chicago O'Hare Intl

1:29 pm - 7:10 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 41m1 stop Chicago O'Hare Intl

$339United Airlines

Sat, Nov 7 - Tue, Nov 10

3:25 pm - 10:05 pmSDF Louisville Intl-BOS Boston Logan Intl

6h 40m1 stop Baltimore/Washington

2:25 pm - 8:40 pmBOS Boston Logan Intl-SDF Louisville Intl

6h 15m1 stop Nashville Intl

$366Southwest

Sat, Nov 7 - Tue, Nov 10

3:25 pm - 10:05 pmSDF Louisville Intl-BOS Boston Logan Intl

6h 40m1 stop Baltimore/Washington

1:10 pm - 8:40 pmBOS Boston Logan Intl-SDF Louisville Intl

7h 30m2 stops Lambert-St Louis Nashville Intl

$371Southwest

Fri, Oct 16 - Tue, Oct 20

9:14 pm - 9:29 amSDF Louisville Intl-BOS Boston Logan Intl

12h 15m1 stop Fort Lauderdale

12:57 pm - 10:11 amBOS Boston Logan Intl-SDF Louisville Intl

21h 14m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$394Multiple Airlines

Fri, Oct 30 - Fri, Nov 6

8:10 pm - 9:29 amSDF Louisville Intl-BOS Boston Logan Intl

13h 19m1 stop Fort Lauderdale

12:39 pm - 3:26 pmBOS Boston Logan Intl-SDF Louisville Intl

26h 47m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$397Multiple Airlines

Recent last minute flight deals from Kentucky to Boston

Fri, Oct 2 - Mon, Oct 12

3:31 pm - 9:12 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

5h 41m1 stop Atlanta Hartsfield-Jackson

4:15 pm - 11:58 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

7h 43m1 stop Atlanta Hartsfield-Jackson

$399Delta

Sat, Oct 3 - Mon, Oct 12

1:55 pm - 7:23 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

5h 28m1 stop New York LaGuardia

4:15 pm - 11:58 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

7h 43m1 stop Atlanta Hartsfield-Jackson

$399Delta

Tue, Sep 29 - Mon, Oct 5

6:00 am - 2:55 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

8h 55m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

6:43 pm - 11:55 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 12m1 stop Chicago O'Hare Intl

$461United Airlines

Tue, Sep 29 - Sat, Oct 3

7:27 am - 12:18 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

4h 51m1 stop Philadelphia

6:05 am - 11:13 amBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 08m1 stop Charlotte Douglas

$468American Airlines

Thu, Oct 1 - Sat, Oct 3

11:13 am - 5:35 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

6h 22m1 stop Chicago O'Hare Intl

6:05 am - 11:13 amBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 08m1 stop Charlotte Douglas

$476American Airlines

Sat, Oct 3 - Tue, Oct 13

6:00 am - 2:55 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

8h 55m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

6:43 pm - 11:55 pmBOS Boston Logan Intl-LEX Lexington Blue Grass

5h 12m1 stop Chicago O'Hare Intl

$534United Airlines

Wed, Sep 30 - Fri, Oct 2

5:30 am - 12:40 pmSDF Louisville Intl-BOS Boston Logan Intl

7h 10m1 stop Baltimore/Washington

7:50 pm - 12:10 amBOS Boston Logan Intl-SDF Louisville Intl

4h 20m1 stop Baltimore/Washington

$573Southwest

Fri, Oct 2 - Tue, Oct 6

3:35 pm - 10:00 pmSDF Louisville Intl-BOS Boston Logan Intl

6h 25m1 stop Chicago Midway

9:05 am - 5:10 pmBOS Boston Logan Intl-SDF Louisville Intl

8h 05m2 stops Baltimore/Washington Orlando

$578Southwest

Sun, Oct 4 - Tue, Oct 6

8:02 pm - 11:39 amSDF Louisville Intl-BOS Boston Logan Intl

15h 37m1 stop Sarasota Bradenton Intl

12:52 pm - 8:31 pmBOS Boston Logan Intl-SDF Louisville Intl

31h 39m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$646Multiple Airlines

Sun, Oct 4 - Fri, Oct 9

8:02 pm - 11:39 amSDF Louisville Intl-BOS Boston Logan Intl

15h 37m1 stop Sarasota Bradenton Intl

12:57 pm - 8:31 pmBOS Boston Logan Intl-SDF Louisville Intl

31h 34m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$681Multiple Airlines

Recent direct flight deals from Kentucky to Boston

Thu, Oct 29 - Sun, Nov 1

1:22 pm - 3:53 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

2h 31mnonstop

9:00 am - 11:30 amBOS Boston Logan Intl-LEX Lexington Blue Grass

2h 30mnonstop

$333American Airlines

Thu, Oct 29 - Sun, Nov 1

1:22 pm - 3:53 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

2h 31mnonstop

9:00 am - 11:30 amBOS Boston Logan Intl-LEX Lexington Blue Grass

2h 30mnonstop

$334American Airlines

Thu, Oct 29 - Sun, Nov 1

1:22 pm - 3:53 pmLEX Lexington Blue Grass-BOS Boston Logan Intl

2h 31mnonstop

9:00 am - 11:30 amBOS Boston Logan Intl-LEX Lexington Blue Grass

2h 30mnonstop

$335American Airlines

Tue, Nov 10 - Tue, Nov 17

1:30 pm - 4:01 pmSDF Louisville Intl-BOS Boston Logan Intl

2h 31mnonstop

9:55 am - 12:42 pmBOS Boston Logan Intl-SDF Louisville Intl

2h 47mnonstop

$405Delta

Sat, Nov 7 - Tue, Nov 10

3:20 pm - 5:57 pmSDF Louisville Intl-BOS Boston Logan Intl

2h 37mnonstop

9:55 am - 12:42 pmBOS Boston Logan Intl-SDF Louisville Intl

2h 47mnonstop

$405Delta

Wed, Nov 4 - Sat, Nov 7

5:20 pm - 7:57 pmSDF Louisville Intl-BOS Boston Logan Intl

2h 37mnonstop