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Cheap flights from Key West to Boston from $92

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 1/29. 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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Spirit Airlines Logo
12:51 pm - 11:57 pm
EYW
-
BOS
11h 06m1 stop
Spirit Airlines Logo
5:34 am - 1:30 pm
BOS
-
EYW
7h 56m1 stop
$166Spirit Airlines
Thu, Jan 29 - Mon, Feb 2
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
Thu, Jan 29 - Mon, Feb 2
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
$202United Airlines
Thu, Jan 29 - Mon, Feb 2
Multiple Airlines Logo
10:06 am - 11:19 pm
EYW
-
BOS
13h 13m1 stop
Multiple Airlines Logo
3:43 pm - 9:26 am
BOS
-
EYW
17h 43m1 stop
$206Multiple Airlines
Thu, Jan 15 - Sat, Jan 17
Multiple Airlines Logo
10:06 am - 11:19 pm
EYW
-
BOS
13h 13m1 stop
Multiple Airlines Logo
5:34 am - 1:30 pm
BOS
-
EYW
7h 56m1 stop
$208Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
10:06 am - 11:19 pm
EYW
-
BOS
13h 13m1 stop
Multiple Airlines Logo
5:34 am - 1:30 pm
BOS
-
EYW
7h 56m1 stop
$211Multiple Airlines
Thu, Jan 29 - Mon, Feb 2
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
$217United Airlines
Wed, Jan 21 - Mon, Jan 26
JetBlue Logo
1:00 pm - 4:36 pm
EYW
-
BOS
3h 36mnonstop
JetBlue Logo
8:09 am - 12:05 pm
BOS
-
EYW
3h 56mnonstop
$218JetBlue
Sat, Jan 17 - Wed, Jan 21
United Airlines Logo
2:25 pm - 11:49 pm
EYW
-
BOS
9h 24m2 stops
United Airlines Logo
9:30 am - 4:22 pm
BOS
-
EYW
6h 52m1 stop
$222United Airlines
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
1:00 pm - 4:36 pm
EYW
-
BOS
3h 36mnonstop
JetBlue Logo
8:09 am - 12:05 pm
BOS
-
EYW
3h 56mnonstop
$223JetBlue
Thu, Jan 22 - Mon, Jan 26

United Airlines flights from Key West to Boston

Our best United Airlines deals on Key West to Boston flight tickets
United Airlines
Jan 29
EYW6:05 pmKey West
5h 44m
1 stop
BOS11:49 pmBoston Logan Intl
Feb 2
BOS9:30 amBoston Logan Intl
6h 52m
1 stop
EYW4:22 pmKey West
$197
Find similar
United Airlines
Jan 29
EYW2:25 pmKey West
9h 24m
2 stops
BOS11:49 pmBoston Logan Intl
Feb 2
BOS6:00 amBoston Logan Intl
7h 03m
1 stop
EYW1:03 pmKey West
$202
Find similar
United Airlines
Jan 21
EYW6:05 pmKey West
5h 44m
1 stop
BOS11:49 pmBoston Logan Intl
Jan 26
BOS9:30 amBoston Logan Intl
6h 52m
1 stop
EYW4:22 pmKey West
$217
Find similar

JetBlue flights from Key West to Boston

Our best JetBlue deals on Key West to Boston flight tickets
JetBlue
Jan 17
EYW1:00 pmKey West
3h 36m
BOS4:36 pmBoston Logan Intl
Jan 21
BOS8:09 amBoston Logan Intl
3h 56m
EYW12:05 pmKey West
$218
Find similar
JetBlue
Jan 22
EYW1:00 pmKey West
3h 36m
BOS4:36 pmBoston Logan Intl
Jan 26
BOS8:09 amBoston Logan Intl
3h 56m
EYW12:05 pmKey West
$223
Find similar
JetBlue
Jan 22
EYW1:00 pmKey West
3h 36m
BOS4:36 pmBoston Logan Intl
Jan 27
BOS8:09 amBoston Logan Intl
3h 56m
EYW12:05 pmKey West
$268
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 January 3, 2026.
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

Thu 1/29

12:51 pm-11:57 pm

1 stop11h 06m

Boston Logan Intl

Mon 2/2

5:34 am-1:30 pm

1 stop7h 56m

$166

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/29

6:05 pm-11:49 pm

1 stop5h 44m

Boston Logan Intl

Mon 2/2

9:30 am-4:22 pm

1 stop6h 52m

$197

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/29

2:25 pm-11:49 pm

2 stops9h 24m

Boston Logan Intl

Mon 2/2

6:00 am-1:03 pm

1 stop7h 03m

$202

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/15

10:06 am-11:19 pm

1 stop13h 13m

Boston Logan Intl

Sat 1/17

3:43 pm-9:26 am

1 stop17h 43m

$206

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/22

10:06 am-11:19 pm

1 stop13h 13m

Boston Logan Intl

Mon 1/26

5:34 am-1:30 pm

1 stop7h 56m

$208

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/29

10:06 am-11:19 pm

1 stop13h 13m

Boston Logan Intl

Mon 2/2

5:34 am-1:30 pm

1 stop7h 56m

$211

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 1/21

6:05 pm-11:49 pm

1 stop5h 44m

Boston Logan Intl

Mon 1/26

9:30 am-4:22 pm

1 stop6h 52m

$217

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 1/17

1:00 pm-4:36 pm

Nonstop3h 36m

Boston Logan Intl

Wed 1/21

8:09 am-12:05 pm

Nonstop3h 56m

$218

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/22

2:25 pm-11:49 pm

2 stops9h 24m

Boston Logan Intl

Mon 1/26

9:30 am-4:22 pm

1 stop6h 52m

$222

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/22

1:00 pm-4:36 pm

Nonstop3h 36m

Boston Logan Intl

Mon 1/26

8:09 am-12:05 pm

Nonstop3h 56m

$223

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. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $440 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 are 2 cabin classes 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.

Can stopping save me money on Key West to Boston flights?

You could potentially save up to 6% on your flight if you consider stops on a Key West to Boston flight.

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

As of January 2026, prices for Key West to Boston flights are approximately 27% 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 36m

Direct flights

Every day

Airports in Boston

1 airport
The fastest flight from Key West to Boston takes 3h 36m
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 36m.

  • 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
11,080 reviews
Search American Airlines flights
JetBluePriceFrom $277Free CancellationRating
7.2
2,902 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 4 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 $346. 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 $447, however, with flight time and availability significantly affecting the price. JetBlue (7.2/10 from 2,902 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
Falmouth
Nashua
Laconia
Brockton
Concord
Everett
Sturbridge
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.

An easier way to manage your Boston trip

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