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Cheap flights from Key West to Boston from $119

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Key West to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:55 pm - 5:37 pmEYW  Key West-BOS Boston Logan Intl
3h 42mnonstop
American Airlines Logo
7:00 am - 12:43 pmBOS  Boston Logan Intl-EYW Key West
5h 43m1 stop Charlotte Douglas
$377American Airlines
Tue, Dec 22 - Tue, Dec 29
Multiple Airlines Logo
10:59 am - 11:02 amEYW  Key West-BOS Boston Logan Intl
24h 03m1 stop Orlando
Multiple Airlines Logo
12:01 pm - 8:09 amBOS  Boston Logan Intl-EYW Key West
20h 08m1 stop Knoxville McGhee Tyson
$386Multiple Airlines
Thu, Dec 24 - Fri, Jan 1
American Airlines Logo
5:28 pm - 12:59 amEYW  Key West-BOS Boston Logan Intl
7h 31m1 stop Miami
American Airlines Logo
5:00 am - 1:03 pmBOS  Boston Logan Intl-EYW Key West
8h 03m1 stop Miami
$387American Airlines
Thu, Oct 15 - Sun, Oct 18
American Airlines Logo
4:58 pm - 11:59 pmEYW  Key West-BOS Boston Logan Intl
7h 01m1 stop Miami
American Airlines Logo
8:02 am - 1:52 pmBOS  Boston Logan Intl-EYW Key West
5h 50m1 stop Philadelphia
$387American Airlines
Sat, Nov 21 - Fri, Nov 27
American Airlines Logo
7:37 pm - 12:59 amEYW  Key West-BOS Boston Logan Intl
5h 22m1 stop Miami
American Airlines Logo
12:47 pm - 6:47 pmBOS  Boston Logan Intl-EYW Key West
6h 00m1 stop Charlotte Douglas
$387American Airlines
Sat, Nov 21 - Mon, Nov 23
United Airlines Logo
3:04 pm - 11:49 pmEYW  Key West-BOS Boston Logan Intl
8h 45m2 stops Newark Washington, D.C. Dulles Intl
United Airlines Logo
7:15 am - 2:08 pmBOS  Boston Logan Intl-EYW Key West
6h 53m1 stop Newark
$392United Airlines
Thu, Jan 28 - Wed, Feb 3
Allegiant Air Logo
3:10 pm - 11:11 amEYW  Key West-BOS Boston Logan Intl
20h 01m2 stops Tampa St. Petersburg Knoxville McGhee Tyson
Allegiant Air Logo
12:01 pm - 8:09 amBOS  Boston Logan Intl-EYW Key West
20h 08m1 stop Knoxville McGhee Tyson
$392Allegiant Air
Thu, Dec 24 - Fri, Jan 1
JetBlue Logo
12:45 pm - 4:19 pmEYW  Key West-BOS Boston Logan Intl
3h 34mnonstop
JetBlue Logo
8:00 am - 11:55 amBOS  Boston Logan Intl-EYW Key West
3h 55mnonstop
$418JetBlue
Wed, Nov 25 - Mon, Nov 30
JetBlue Logo
12:45 pm - 4:19 pmEYW  Key West-BOS Boston Logan Intl
3h 34mnonstop
JetBlue Logo
8:00 am - 11:55 amBOS  Boston Logan Intl-EYW Key West
3h 55mnonstop
$418JetBlue
Sat, Nov 21 - Mon, Nov 23
JetBlue Logo
12:29 pm - 4:39 pmEYW  Key West-BOS Boston Logan Intl
4h 10mnonstop
JetBlue Logo
8:00 am - 11:39 amBOS  Boston Logan Intl-EYW Key West
3h 39mnonstop
$418JetBlue
Thu, Oct 15 - Sun, Oct 18

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American Airlines flights from Key West to Boston

Our best American Airlines deals on Key West to Boston flight tickets
American Airlines
Dec 22
EYW1:55 pmKey West
3h 42m
BOS5:37 pmBoston Logan Intl
Dec 29
BOS7:00 amBoston Logan Intl
5h 43m
1 stop
EYW12:43 pmKey West
$377
American Airlines
Nov 21
EYW1:04 pmKey West
7h 45m
1 stop
BOS8:49 pmBoston Logan Intl
Nov 23
BOS12:47 pmBoston Logan Intl
6h 00m
1 stop
EYW6:47 pmKey West
$387
American Airlines
Oct 6
EYW5:28 pmKey West
6h 12m
1 stop
BOS11:40 pmBoston Logan Intl
Oct 13
BOS6:00 amBoston Logan Intl
7h 54m
1 stop
EYW1:54 pmKey West
$402

JetBlue flights from Key West to Boston

Our best JetBlue deals on Key West to Boston flight tickets
JetBlue
Nov 21
EYW12:45 pmKey West
3h 34m
BOS4:19 pmBoston Logan Intl
Nov 23
BOS8:00 amBoston Logan Intl
3h 55m
EYW11:55 amKey West
$418
JetBlue
Dec 22
EYW1:13 pmKey West
3h 33m
BOS4:46 pmBoston Logan Intl
Dec 29
BOS8:25 amBoston Logan Intl
3h 58m
EYW12:23 pmKey West
$433
JetBlue
Oct 8
EYW12:29 pmKey West
4h 10m
BOS4:39 pmBoston Logan Intl
Oct 12
BOS8:00 amBoston Logan Intl
3h 39m
EYW11:39 amKey West
$448

momondo Fare Finder

 
Use the filters below to find and compare flights from Key West to Boston that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Tue 12/22

1:55 pm-5:37 pm

Nonstop3h 42m

Boston Logan Intl

Tue 12/29

7:00 am-12:43 pm

1 stop5h 43m

$377

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 12/24

10:59 am-11:02 am

1 stop24h 03m

Boston Logan Intl

Fri 1/1

12:01 pm-8:09 am

1 stop20h 08m

$386

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 10/15

5:28 pm-12:59 am

1 stop7h 31m

Boston Logan Intl

Sun 10/18

5:00 am-1:03 pm

1 stop8h 03m

$387

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Sat 11/21

4:58 pm-11:59 pm

1 stop7h 01m

Boston Logan Intl

Fri 11/27

8:02 am-1:52 pm

1 stop5h 50m

$387

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Sat 11/21

7:37 pm-12:59 am

1 stop5h 22m

Boston Logan Intl

Mon 11/23

12:47 pm-6:47 pm

1 stop6h 00m

$387

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 1/28

3:04 pm-11:49 pm

2 stops8h 45m

Boston Logan Intl

Wed 2/3

7:15 am-2:08 pm

1 stop6h 53m

$392

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 12/24

3:10 pm-11:11 am

2 stops20h 01m

Boston Logan Intl

Fri 1/1

12:01 pm-8:09 am

1 stop20h 08m

$392
Quickest round-trip

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Wed 11/25

12:45 pm-4:19 pm

Nonstop3h 34m

Boston Logan Intl

Mon 11/30

8:00 am-11:55 am

Nonstop3h 55m

$418

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Sat 11/21

12:45 pm-4:19 pm

Nonstop3h 34m

Boston Logan Intl

Mon 11/23

8:00 am-11:55 am

Nonstop3h 55m

$418

Key WestBoston

EYW Key West - BOS Boston Logan Intl

EYWBOS

Key West

Thu 10/15

12:29 pm-4:39 pm

Nonstop4h 10m

Boston Logan Intl

Sun 10/18

8:00 am-11:39 am

Nonstop3h 39m

$418

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 typical price of a round-trip flight between Key West and Boston?

Prices are currently typical for flights on this route.

Typical prices usually range from $336 to $480.
The lowest price recently found on this route was $377.

What is the cheapest month to fly to Boston?

In general, March 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 $292. If you aren’t able to travel during the month of March, then book flights to Boston from Key West during November instead. Flights to Boston in November, while not as cheap as those in March, still average around $316.

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 Thursday when prices can be found for as low as $388. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Wednesday is $497.

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 morning is when there is more demand to fly to Boston, so prices are often more expensive at around $497 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 flights?

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

No. A direct flight is the cheapest option for a flight between Key West to Boston.

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

As of September 2026, prices for Key West to Boston flights are approximately 44% 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

Best Price Found

$119

Fastest flight time

3h 31m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Key West in the past 72 hours is $119. The best round-trip flight deal from Key West to Boston found on momondo in the last 72 hours is $377.
The fastest flight from Key West to Boston takes 3h 31m
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

Frequently asked questions about flying from Key West to Boston

  • 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 31m.

  • 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
JetBluePriceFrom $251Free CancellationRating
7.1
3,043 reviews
Search JetBlue flights
American AirlinesPriceFrom $289Free CancellationRating
7.0
12,087 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Ogunquit
Old Orchard Beach
Salem
Laconia
Cambridge
Kennebunkport
Hampton
Revere
South Yarmouth
Plymouth
Middletown
South Portland
Warwick
Gloucester
Everett
Seekonk
Brockton
Nashua
Wells

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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