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Cheap flights from Key West to Boston from $124

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 9/25. 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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0 bags

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Find the cheapest flights from Key West to Boston

Cheap round-trip flights

Logo
3:26 pm - 8:11 amEYW-BOS
16h 45m1 stop
Logo
3:00 pm - 9:12 amBOS-EYW
18h 12m2 stops
$230
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Fri, Sep 12 - Tue, Sep 16
United Airlines Logo
3:50 pm - 11:23 pmEYW-BOS
7h 33m1 stop
United Airlines Logo
6:00 am - 2:01 pmBOS-EYW
8h 01m1 stop
$247United Airlines
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Fri, Sep 12 - Tue, Sep 16
American Airlines Logo
7:31 pm - 12:59 amEYW-BOS
5h 28m1 stop
American Airlines Logo
9:20 am - 5:16 pmBOS-EYW
7h 56m2 stops
$252American Airlines
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Tue, Sep 23 - Tue, Oct 7
Delta Logo
11:52 am - 6:31 pmEYW-BOS
6h 39m1 stop
Delta Logo
5:35 am - 1:05 pmBOS-EYW
7h 30m1 stop
$257Delta
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Fri, Sep 5 - Mon, Sep 8
Delta Logo
6:10 pm - 1:18 amEYW-BOS
7h 08m1 stop
Delta Logo
9:05 am - 5:21 pmBOS-EYW
8h 16m1 stop
$287Delta
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Tue, Sep 23 - Tue, Oct 7
American Airlines Logo
11:25 am - 7:42 pmEYW-BOS
8h 17m2 stops
American Airlines Logo
9:17 am - 5:16 pmBOS-EYW
7h 59m2 stops
$292American Airlines
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Tue, Sep 23 - Tue, Oct 7
JetBlue Logo
1:04 pm - 4:56 pmEYW-BOS
3h 52mnonstop
JetBlue Logo
8:10 am - 12:09 pmBOS-EYW
3h 59mnonstop
$300JetBlue
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Thu, Oct 9 - Thu, Oct 16
American Airlines Logo
7:52 pm - 12:34 amEYW-BOS
4h 42m1 stop
American Airlines Logo
12:52 pm - 7:22 pmBOS-EYW
6h 30m1 stop
$317American Airlines
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Sat, Oct 18 - Wed, Oct 22
American Airlines Logo
11:22 am - 4:12 pmEYW-BOS
4h 50m1 stop
American Airlines Logo
12:52 pm - 7:22 pmBOS-EYW
6h 30m1 stop
$319American Airlines
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Thu, Oct 9 - Thu, Oct 16
JetBlue Logo
1:04 pm - 4:56 pmEYW-BOS
3h 52mnonstop
JetBlue Logo
8:10 am - 12:09 pmBOS-EYW
3h 59mnonstop
$578JetBlue
Find Deal
Mon, Oct 20 - Fri, Oct 24

American Airlines flights from Key West to Boston

Our best American Airlines deals on Key West to Boston flight tickets
American Airlines
Sep 23
EYW7:31 pmKey West
5h 28m
1 stop
BOS12:59 amBoston Logan Intl
Oct 7
BOS9:20 amBoston Logan Intl
7h 56m
2 stops
EYW5:16 pmKey West
$252
Find similar
American Airlines
Aug 30
EYW2:29 pmKey West
5h 59m
1 stop
BOS8:28 pmBoston Logan Intl
Sep 5
BOS7:28 amBoston Logan Intl
6h 32m
1 stop
EYW2:00 pmKey West
$282
Find similar
American Airlines
Aug 30
EYW11:26 amKey West
9h 02m
2 stops
BOS8:28 pmBoston Logan Intl
Sep 6
BOS11:14 amBoston Logan Intl
5h 24m
1 stop
EYW4:38 pmKey West
$287
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JetBlue flights from Key West to Boston

Our best JetBlue deals on Key West to Boston flight tickets
JetBlue
Oct 9
EYW1:04 pmKey West
3h 52m
BOS4:56 pmBoston Logan Intl
Oct 16
BOS8:10 amBoston Logan Intl
3h 59m
EYW12:09 pmKey West
$300
Find similar
JetBlue
Oct 20
EYW1:04 pmKey West
3h 52m
BOS4:56 pmBoston Logan Intl
Oct 24
BOS8:10 amBoston Logan Intl
3h 59m
EYW12:09 pmKey West
$578
Find similar
JetBlue
Feb 16
EYW12:07 pmKey West
3h 31m
BOS3:38 pmBoston Logan Intl
Feb 20
BOS7:30 amBoston Logan Intl
3h 52m
EYW11:22 amKey West
$581
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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 August 26, 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

Fri 9/12

3:26 pm-8:11 am

1 stop16h 45m

Boston Logan Intl

Tue 9/16

3:00 pm-9:12 am

2 stops18h 12m

$230

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 9/12

3:50 pm-11:23 pm

1 stop7h 33m

Boston Logan Intl

Tue 9/16

6:00 am-2:01 pm

1 stop8h 01m

$247

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

7:31 pm-12:59 am

1 stop5h 28m

Boston Logan Intl

Tue 10/7

9:20 am-5:16 pm

2 stops7h 56m

$252

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 9/5

11:52 am-6:31 pm

1 stop6h 39m

Boston Logan Intl

Mon 9/8

5:35 am-1:05 pm

1 stop7h 30m

$257

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

6:10 pm-1:18 am

1 stop7h 08m

Boston Logan Intl

Tue 10/7

9:05 am-5:21 pm

1 stop8h 16m

$287

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

11:25 am-7:42 pm

2 stops8h 17m

Boston Logan Intl

Tue 10/7

9:17 am-5:16 pm

2 stops7h 59m

$292

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 10/9

1:04 pm-4:56 pm

Nonstop3h 52m

Boston Logan Intl

Thu 10/16

8:10 am-12:09 pm

Nonstop3h 59m

$300

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 10/18

7:52 pm-12:34 am

1 stop4h 42m

Boston Logan Intl

Wed 10/22

12:52 pm-7:22 pm

1 stop6h 30m

$317

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 10/9

11:22 am-4:12 pm

1 stop4h 50m

Boston Logan Intl

Thu 10/16

12:52 pm-7:22 pm

1 stop6h 30m

$319

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 10/20

1:04 pm-4:56 pm

Nonstop3h 52m

Boston Logan Intl

Fri 10/24

8:10 am-12:09 pm

Nonstop3h 59m

$578

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, September 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 $300. If you aren’t able to travel during the month of September, then book flights to Boston from Key West during June instead. Flights to Boston in June, while not as cheap as those in September, 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 Saturday when prices can be found for as low as $289. 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 $681.

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 $338. 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 $508 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.

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

You could potentially save up to 46% 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 August 2025, prices for Key West to Boston flights are approximately 51% 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 30m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Boston

1 airport
The fastest flight from Key West to Boston takes 3h 30m
Direct flights go from Key West to Boston on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Boston: Boston Logan Intl (BOS)
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  • 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
American AirlinesPriceFrom $212Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,979 reviews
Search Delta flights
JetBluePriceFrom $236Free CancellationRating
7.2
2,918 reviews
Search JetBlue flights

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
Cambridge
Narragansett
Nashua
South Yarmouth
Gloucester
Brockton
Laconia
Concord
Falmouth
Everett
Wells
Sturbridge

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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