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Cheap flights from Key West to Boston from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Boston departing on 1/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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JetBlue Logo
1:00 pm - 4:36 pm
EYW
-
BOS
3h 36mnonstop
JetBlue Logo
8:09 am - 12:05 pm
BOS
-
EYW
3h 56mnonstop
$162JetBlue
Mon, Jan 19 - Mon, Jan 26
Multiple Airlines Logo
2:30 pm - 11:57 pm
EYW
-
BOS
9h 27m1 stop
Multiple Airlines Logo
8:09 am - 12:05 pm
BOS
-
EYW
3h 56mnonstop
$196Multiple Airlines
Wed, Jan 7 - Sun, Jan 11
United Airlines Logo
6:05 pm - 11:49 pm
EYW
-
BOS
5h 44m1 stop
United Airlines Logo
9:30 am - 4:22 pm
BOS
-
EYW
6h 52m1 stop
$197United Airlines
Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
2:30 pm - 1:19 am
EYW
-
BOS
10h 49m2 stops
Multiple Airlines Logo
11:06 am - 12:26 pm
BOS
-
EYW
25h 20m1 stop
$207Multiple Airlines
Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
12:20 pm - 10:50 am
EYW
-
BOS
22h 30m1 stop
Multiple Airlines Logo
12:03 pm - 9:26 am
BOS
-
EYW
21h 23m1 stop
$225Multiple Airlines
Tue, Jan 6 - Sat, Jan 10
Multiple Airlines Logo
12:20 pm - 1:19 am
EYW
-
BOS
12h 59m2 stops
Multiple Airlines Logo
12:03 pm - 9:26 am
BOS
-
EYW
21h 23m1 stop
$230Multiple Airlines
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
7:45 pm - 12:59 am
EYW
-
BOS
5h 14m1 stop
American Airlines Logo
8:15 am - 12:32 pm
BOS
-
EYW
4h 17mnonstop
$257American Airlines
Tue, Jan 6 - Sat, Jan 10
United Airlines Logo
6:05 pm - 11:49 pm
EYW
-
BOS
5h 44m1 stop
United Airlines Logo
6:00 am - 1:03 pm
BOS
-
EYW
7h 03m1 stop
$277United Airlines
Thu, Jan 15 - Mon, Jan 19
United Airlines Logo
2:25 pm - 11:49 pm
EYW
-
BOS
9h 24m2 stops
United Airlines Logo
6:00 am - 1:03 pm
BOS
-
EYW
7h 03m1 stop
$282United Airlines
Thu, Jan 15 - Mon, Jan 19
United Airlines Logo
2:25 pm - 11:49 pm
EYW
-
BOS
9h 24m2 stops
United Airlines Logo
5:45 am - 3:17 pm
BOS
-
EYW
9h 32m2 stops
$287United Airlines
Thu, Jan 15 - Mon, Jan 19

American Airlines flights from Key West to Boston

Our best American Airlines deals on Key West to Boston flight tickets
American Airlines
Dec 29
EYW3:25 pmKey West
3h 34m
BOS6:59 pmBoston Logan Intl
Jan 5
BOS10:44 amBoston Logan Intl
4h 11m
EYW2:55 pmKey West
$217
Find similar
American Airlines
Dec 29
EYW8:09 pmKey West
4h 50m
1 stop
BOS12:59 amBoston Logan Intl
Jan 5
BOS10:44 amBoston Logan Intl
4h 11m
EYW2:55 pmKey West
$249
Find similar
American Airlines
Jan 6
EYW7:45 pmKey West
5h 14m
1 stop
BOS12:59 amBoston Logan Intl
Jan 10
BOS8:15 amBoston Logan Intl
4h 17m
EYW12:32 pmKey West
$257
Find similar

United Airlines flights from Key West to Boston

Our best United Airlines deals on Key West to Boston flight tickets
United Airlines
Jan 7
EYW6:05 pmKey West
5h 44m
1 stop
BOS11:49 pmBoston Logan Intl
Jan 11
BOS9:30 amBoston Logan Intl
6h 52m
1 stop
EYW4:22 pmKey West
$197
Find similar
United Airlines
Jan 15
EYW6:05 pmKey West
5h 44m
1 stop
BOS11:49 pmBoston Logan Intl
Jan 19
BOS6:00 amBoston Logan Intl
7h 03m
1 stop
EYW1:03 pmKey West
$277
Find similar
United Airlines
Jan 15
EYW2:25 pmKey West
9h 24m
2 stops
BOS11:49 pmBoston Logan Intl
Jan 19
BOS6:00 amBoston Logan Intl
7h 03m
1 stop
EYW1:03 pmKey West
$282
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Key West 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 December 24, 2025.
Use the filters below to find and compare flights from Key West to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 1/19

1:00 pm-4:36 pm

Nonstop3h 36m

Boston Logan Intl

Mon 1/26

8:09 am-12:05 pm

Nonstop3h 56m

$162

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 1/7

2:30 pm-11:57 pm

1 stop9h 27m

Boston Logan Intl

Sun 1/11

8:09 am-12:05 pm

Nonstop3h 56m

$196

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 1/7

6:05 pm-11:49 pm

1 stop5h 44m

Boston Logan Intl

Sun 1/11

9:30 am-4:22 pm

1 stop6h 52m

$197

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 1/7

2:30 pm-1:19 am

2 stops10h 49m

Boston Logan Intl

Sun 1/11

11:06 am-12:26 pm

1 stop25h 20m

$207

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 1/6

12:20 pm-10:50 am

1 stop22h 30m

Boston Logan Intl

Sat 1/10

12:03 pm-9:26 am

1 stop21h 23m

$225

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 1/6

12:20 pm-1:19 am

2 stops12h 59m

Boston Logan Intl

Sat 1/10

12:03 pm-9:26 am

1 stop21h 23m

$230

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 1/6

7:45 pm-12:59 am

1 stop5h 14m

Boston Logan Intl

Sat 1/10

8:15 am-12:32 pm

Nonstop4h 17m

$257

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/15

6:05 pm-11:49 pm

1 stop5h 44m

Boston Logan Intl

Mon 1/19

6:00 am-1:03 pm

1 stop7h 03m

$277

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/15

2:25 pm-11:49 pm

2 stops9h 24m

Boston Logan Intl

Mon 1/19

6:00 am-1:03 pm

1 stop7h 03m

$282

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/15

2:25 pm-11:49 pm

2 stops9h 24m

Boston Logan Intl

Mon 1/19

5:45 am-3:17 pm

2 stops9h 32m

$287

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 Key West 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 Key West to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $301. If you aren’t able to travel during the month of November, then book flights to Boston from Key West during June instead. Flights to Boston in June, while not as cheap as those in November, still average around $314.

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

The cheapest day to depart from Key West to Boston is on a Sunday when prices can be found for as low as $332. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $583.

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 afternoon. momondo users have found flights departing from Key West to Boston in the afternoon for as low as $332. 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 evening is when there is more demand to fly to Boston, so prices are often more expensive at around $475 per ticket.

What is the cheapest Key West to Boston Logan Intl flight route?

Fly from Key West to Boston Logan Intl for the best Key West - Boston Logan Intl flight prices

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

There is only 1 cabin class available to choose from on Key West 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.

How have Key West to Boston flight prices changed over time?

As of December 2025, prices for Key West to Boston flights are approximately 4% more expensive when compared to flights at the same time last year.

When to book flights from Key West to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Key West to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Key West to Boston (EYW to BOS) flight deals and tips

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

Fastest flight time

3h 34m

Direct flights

Every day

Airports in Boston

1 airport
The fastest flight from Key West to Boston takes 3h 34m
Direct flights go from Key West to Boston every day.
There is 1 airport in Boston. From Key West there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • How far is Key West to Boston Logan Intl by plane?

    Boston Logan Intl is 1373.6 mi away from Key West. By plane, this route typically takes 3h 34m.

  • When did momondo last update prices for flights from Key West Airport to Boston Logan Intl Airport?

    Prices for flights from Key West Airport to Boston Logan Intl Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Key West Airport 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 Key West to Boston?

  • What is the most popular airline from Key West to Boston?

Best airlines flying from Key West to Boston

Compare and see reviews for airlines that fly from Key West to Boston with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $182Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
JetBluePriceFrom $277Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights

  • American Airlines Flights From Key West to Boston

    American Airlines is one of the most popular airlines flying from Key West to Boston, operating 6 flights/week on average for this route. A good American Airlines flight deal for Key West to Boston starts from $182 round-trip, up to an average price of $347. Our users have rated American Airlines at 7.2/10.

  • JetBlue Flights From Key West to Boston

    $277 is the best JetBlue flight deal from Key West to Boston found on momondo over the last 72 hours. The average JetBlue ticket price found was closer to $456, however, with flight time and availability significantly affecting the price. JetBlue (7.2/10 from 2,898 user reviews) flies into Boston from Key West 3 times in an average week so prices can vary.

Traveling to a place near Boston?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Key West to Boston for you.

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

Yes. momondo allows you to filter the results for Key West to Boston flights to just show those with flexible booking policies.

How can momondo help me find flights from Key West to Boston?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Key West to Boston.

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

Price alerts on flights to Boston from Key West 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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