Cheap flights from Kentucky to Boston from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Boston departing on 11/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Kentucky to Boston

Cheap round-trip flights

Allegiant Air Logo
7:30 am - 9:43 amTYS-BOS
2h 13mnonstop
Allegiant Air Logo
10:33 am - 12:55 pmBOS-TYS
2h 22mnonstop
$91Allegiant Air
Find Deal
Tue, Sep 16 - Tue, Sep 23
Allegiant Air Logo
7:30 am - 9:43 amTYS-BOS
2h 13mnonstop
Allegiant Air Logo
12:07 pm - 2:29 pmBOS-TYS
2h 22mnonstop
$97Allegiant Air
Find Deal
Tue, Sep 16 - Thu, Sep 25
Spirit Airlines Logo
3:17 pm - 7:00 pmBNA-BOS
2h 43mnonstop
Spirit Airlines Logo
12:20 pm - 2:12 pmBOS-BNA
2h 52mnonstop
$108Spirit Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Spirit Airlines Logo
2:18 pm - 6:02 pmBNA-BOS
2h 44mnonstop
Spirit Airlines Logo
6:57 pm - 8:52 pmBOS-BNA
2h 55mnonstop
$118Spirit Airlines
Find Deal
Fri, Nov 7 - Sun, Nov 9
 Logo
3:41 pm - 7:16 pmBNA-BOS
2h 35mnonstop
 Logo
8:31 am - 1:02 pmBOS-BNA
5h 31m1 stop
Thu, Oct 16 - Sun, Oct 19
JetBlue Logo
7:35 pm - 11:12 pmBNA-BOS
2h 37mnonstop
JetBlue Logo
8:00 am - 9:50 amBOS-BNA
2h 50mnonstop
$134JetBlue
Find Deal
Thu, Oct 2 - Sun, Oct 5
 Logo
3:17 pm - 7:00 pmBNA-BOS
2h 43mnonstop
 Logo
9:39 am - 1:42 pmBOS-BNA
5h 03m1 stop
Mon, Oct 27 - Thu, Oct 30
Delta Logo
6:47 pm - 10:27 pmBNA-BOS
2h 40mnonstop
Delta Logo
7:25 am - 9:19 amBOS-BNA
2h 54mnonstop
$141Delta
Find Deal
Mon, Sep 8 - Wed, Sep 10
JetBlue Logo
11:48 am - 3:25 pmBNA-BOS
2h 37mnonstop
JetBlue Logo
8:59 pm - 10:52 pmBOS-BNA
2h 53mnonstop
$147JetBlue
Find Deal
Wed, Aug 27 - Tue, Sep 2
Delta Logo
4:20 pm - 6:59 pmSDF-BOS
2h 39mnonstop
Delta Logo
1:02 pm - 3:38 pmBOS-SDF
2h 36mnonstop
$197Delta
Find Deal
Tue, Sep 9 - Tue, Sep 16

JetBlue flights from Kentucky to Boston

Our best JetBlue deals on Kentucky to Boston flight tickets
JetBlue
Oct 2
BNA7:35 pmNashville Intl
2h 37m
BOS11:12 pmBoston Logan Intl
Oct 5
BOS8:00 amBoston Logan Intl
2h 50m
BNA9:50 amNashville Intl
JetBlue
Aug 27
BNA11:48 amNashville Intl
2h 37m
BOS3:25 pmBoston Logan Intl
Sep 2
BOS8:59 pmBoston Logan Intl
2h 53m
BNA10:52 pmNashville Intl
JetBlue
Sep 19
BNA7:35 pmNashville Intl
2h 37m
BOS11:12 pmBoston Logan Intl
Sep 22
BOS8:30 amBoston Logan Intl
2h 48m
BNA10:18 amNashville Intl

Spirit Airlines flights from Kentucky to Boston

Our best Spirit Airlines deals on Kentucky to Boston flight tickets
Spirit Airlines
Oct 24
BNA3:17 pmNashville Intl
2h 43m
BOS7:00 pmBoston Logan Intl
Oct 27
BOS12:20 pmBoston Logan Intl
2h 52m
BNA2:12 pmNashville Intl
Spirit Airlines
Nov 7
BNA2:18 pmNashville Intl
2h 44m
BOS6:02 pmBoston Logan Intl
Nov 9
BOS6:57 pmBoston Logan Intl
2h 55m
BNA8:52 pmNashville Intl
Spirit Airlines
Oct 10
BNA3:17 pmNashville Intl
2h 43m
BOS7:00 pmBoston Logan Intl
Oct 19
BOS12:20 pmBoston Logan Intl
2h 52m
BNA2:12 pmNashville Intl

momondo 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, momondo users made 832,500 searches. Data last updated August 14, 2025.
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

Price

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Tue 9/23

10:33 am-12:55 pm

Nonstop2h 22m

$91

KnoxvilleBoston

TYS - BOS

TYSBOS

Knoxville McGhee Tyson

Tue 9/16

7:30 am-9:43 am

Nonstop2h 13m

Boston Logan Intl

Thu 9/25

12:07 pm-2:29 pm

Nonstop2h 22m

$97

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 10/24

3:17 pm-7:00 pm

Nonstop2h 43m

Boston Logan Intl

Mon 10/27

12:20 pm-2:12 pm

Nonstop2h 52m

$108

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Fri 11/7

2:18 pm-6:02 pm

Nonstop2h 44m

Boston Logan Intl

Sun 11/9

6:57 pm-8:52 pm

Nonstop2h 55m

$118

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 10/16

3:41 pm-7:16 pm

Nonstop2h 35m

Boston Logan Intl

Sun 10/19

8:31 am-1:02 pm

1 stop5h 31m

$132

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Thu 10/2

7:35 pm-11:12 pm

Nonstop2h 37m

Boston Logan Intl

Sun 10/5

8:00 am-9:50 am

Nonstop2h 50m

$134

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Mon 10/27

3:17 pm-7:00 pm

Nonstop2h 43m

Boston Logan Intl

Thu 10/30

9:39 am-1:42 pm

1 stop5h 03m

$140

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Mon 9/8

6:47 pm-10:27 pm

Nonstop2h 40m

Boston Logan Intl

Wed 9/10

7:25 am-9:19 am

Nonstop2h 54m

$141

NashvilleBoston

BNA - BOS

BNABOS

Nashville Intl

Wed 8/27

11:48 am-3:25 pm

Nonstop2h 37m

Boston Logan Intl

Tue 9/2

8:59 pm-10:52 pm

Nonstop2h 53m

$147

LouisvilleBoston

SDF - BOS

SDFBOS

Louisville Intl

Tue 9/9

4:20 pm-6:59 pm

Nonstop2h 39m

Boston Logan Intl

Tue 9/16

1:02 pm-3:38 pm

Nonstop2h 36m

$197

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Kentucky to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Boston?

In general, November is the cheapest month to fly from Kentucky to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $318. If you aren’t able to travel during the month of November, then book flights to Boston from Kentucky during February instead. Flights to Boston in February, while not as cheap as those in November, still average around $323.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Kentucky to Boston is on a Saturday when prices can be found for as low as $468. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $1,092.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Kentucky to Boston in the evening for as low as $298. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $866 per ticket.

What is the cheapest Kentucky to Boston Logan Intl flight route?

Fly from Louisville Intl to Boston Logan Intl for the best Kentucky - Boston Logan Intl flight prices

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $351 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Kentucky for as low as $305 on momondo.

What cabin class options are available on Kentucky to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Kentucky to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kentucky to Boston flights?

You could potentially save up to 24% on your flight if you consider stops on a Kentucky to Boston flight.

Cheap Kentucky to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Boston

Best Price Found

$49

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Kentucky in the past 72 hours is $49. The best round-trip flight deal from Kentucky to Boston found on momondo in the last 72 hours is $91.
The fastest flight from Kentucky to Boston takes 2h 10m
Direct flights go from Kentucky to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)
  • When did momondo last update prices for flights from Kentucky to Boston Logan Intl Airport?

    Prices for flights from Kentucky to Boston Logan Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Kentucky to Boston Logan Intl Airport?

  • How old do you have to be to fly from Kentucky to Boston Logan Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kentucky to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Kentucky to Boston?

Best airlines flying from Kentucky to Boston

Compare and see reviews for airlines that fly from Kentucky to Boston with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $166Free CancellationRating
8.0
7,980 reviews
Search Delta flights
Spirit AirlinesPriceFrom $171Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $268Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
York Beach
Plymouth
Kennebunkport
Nashua
Cambridge
Narragansett
Laconia
South Yarmouth
Brockton
Gloucester
Concord
Everett
Falmouth
Wells
Sturbridge

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Boston?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Kentucky to Boston. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Kentucky to Boston with flexible booking policies on momondo?

Flights from Kentucky to Boston with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Kentucky to Boston?

momondo provides multiple filters to help you find the best flight to Boston from Kentucky. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Kentucky to Boston right now. Can momondo alert me if prices change?

Price alerts on flights to Boston from Kentucky are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Tue 8/19
Tue 8/26

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