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Cheap flights from Key West to Boston from $99

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 6/3. 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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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
7:40 pm - 12:59 am
EYW
-
BOS
5h 19m
1 stop
American Airlines Logo
8:00 am - 1:41 pm
BOS
-
EYW
5h 41m
1 stop
$197American Airlines
Thu, May 28 - Wed, Jun 3
American Airlines Logo
5:37 pm - 11:49 pm
EYW
-
BOS
6h 12m
1 stop
American Airlines Logo
6:00 am - 12:16 pm
BOS
-
EYW
6h 16m
1 stop
$262American Airlines
Fri, May 22 - Mon, May 25
United Airlines Logo
3:55 pm - 1:14 am
EYW
-
BOS
9h 19m
1 stop
United Airlines Logo
7:19 am - 3:07 pm
BOS
-
EYW
7h 48m
1 stop
$265United Airlines
Thu, May 21 - Tue, May 26
United Airlines Logo
3:55 pm - 1:14 am
EYW
-
BOS
9h 19m
1 stop
United Airlines Logo
5:45 am - 3:07 pm
BOS
-
EYW
9h 22m
2 stops
$270United Airlines
Thu, May 21 - Tue, May 26
American Airlines Logo
7:29 pm - 12:40 am
EYW
-
BOS
5h 11m
1 stop
American Airlines Logo
8:00 am - 4:07 pm
BOS
-
EYW
8h 07m
1 stop
$278American Airlines
Thu, May 21 - Tue, May 26
American Airlines Logo
7:40 pm - 12:59 am
EYW
-
BOS
5h 19m
1 stop
American Airlines Logo
8:00 am - 4:07 pm
BOS
-
EYW
8h 07m
2 stops
$283American Airlines
Thu, May 21 - Tue, May 26
Multiple Airlines Logo
1:14 pm - 1:24 am
EYW
-
BOS
36h 10m
2 stops
Multiple Airlines Logo
7:00 am - 11:25 am
BOS
-
EYW
28h 25m
1 stop
$286Multiple Airlines
Tue, May 12 - Sat, May 16
Multiple Airlines Logo
10:31 am - 8:55 am
EYW
-
BOS
22h 24m
1 stop
Multiple Airlines Logo
12:01 pm - 11:06 am
BOS
-
EYW
47h 05m
2 stops
$301Multiple Airlines
Fri, May 22 - Mon, May 25
American Airlines Logo
5:34 pm - 11:49 pm
EYW
-
BOS
6h 15m
1 stop
American Airlines Logo
6:00 am - 1:40 pm
BOS
-
EYW
7h 40m
1 stop
$307American Airlines
Thu, Jul 30 - Mon, Aug 3
Multiple Airlines Logo
10:31 am - 8:55 am
EYW
-
BOS
22h 24m
1 stop
Multiple Airlines Logo
8:44 am - 1:58 pm
BOS
-
EYW
29h 14m
2 stops
$312Multiple Airlines
Fri, May 22 - Fri, May 29

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United Airlines flights from Key West to Boston

Our best United Airlines deals on Key West to Boston flight tickets
United Airlines
May 21
EYW3:55 pmKey West
9h 19m
1 stop
BOS1:14 amBoston Logan Intl
May 26
BOS7:19 amBoston Logan Intl
7h 48m
1 stop
EYW3:07 pmKey West
$265
United Airlines
May 21
EYW3:55 pmKey West
9h 19m
1 stop
BOS1:14 amBoston Logan Intl
May 26
BOS5:45 amBoston Logan Intl
9h 22m
2 stops
EYW3:07 pmKey West
$270
United Airlines
May 6
EYW4:05 pmKey West
8h 54m
1 stop
BOS12:59 amBoston Logan Intl
May 10
BOS7:00 amBoston Logan Intl
6h 45m
1 stop
EYW1:45 pmKey West
$392

American Airlines flights from Key West to Boston

Our best American Airlines deals on Key West to Boston flight tickets
American Airlines
May 28
EYW7:40 pmKey West
5h 19m
1 stop
BOS12:59 amBoston Logan Intl
Jun 3
BOS8:00 amBoston Logan Intl
5h 41m
1 stop
EYW1:41 pmKey West
$197
American Airlines
May 22
EYW5:37 pmKey West
6h 12m
1 stop
BOS11:49 pmBoston Logan Intl
May 25
BOS6:00 amBoston Logan Intl
6h 16m
1 stop
EYW12:16 pmKey West
$262
American Airlines
May 21
EYW7:29 pmKey West
5h 11m
1 stop
BOS12:40 amBoston Logan Intl
May 26
BOS8:00 amBoston Logan Intl
8h 07m
1 stop
EYW4:07 pmKey West
$278

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 April 30, 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

Cheapest round-trip
Quickest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/28

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Wed 6/3

8:00 am-1:41 pm

1 stop5h 41m

$197

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 5/22

5:37 pm-11:49 pm

1 stop6h 12m

Boston Logan Intl

Mon 5/25

6:00 am-12:16 pm

1 stop6h 16m

$262

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/21

3:55 pm-1:14 am

1 stop9h 19m

Boston Logan Intl

Tue 5/26

7:19 am-3:07 pm

1 stop7h 48m

$265

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/21

3:55 pm-1:14 am

1 stop9h 19m

Boston Logan Intl

Tue 5/26

5:45 am-3:07 pm

2 stops9h 22m

$270

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/21

7:29 pm-12:40 am

1 stop5h 11m

Boston Logan Intl

Tue 5/26

8:00 am-4:07 pm

1 stop8h 07m

$278

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/21

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Tue 5/26

8:00 am-4:07 pm

2 stops8h 07m

$283

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 5/12

1:14 pm-1:24 am

2 stops36h 10m

Boston Logan Intl

Sat 5/16

7:00 am-11:25 am

1 stop28h 25m

$286

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 5/22

10:31 am-8:55 am

1 stop22h 24m

Boston Logan Intl

Mon 5/25

12:01 pm-11:06 am

2 stops47h 05m

$301

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/30

5:34 pm-11:49 pm

1 stop6h 15m

Boston Logan Intl

Mon 8/3

6:00 am-1:40 pm

1 stop7h 40m

$307

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 5/22

10:31 am-8:55 am

1 stop22h 24m

Boston Logan Intl

Fri 5/29

8:44 am-1:58 pm

2 stops29h 14m

$312

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

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 Wednesday when prices can be found for as low as $292. 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 $843.

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 $479 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

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 April 2026, prices for Key West to Boston flights are approximately 25% 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

$312

Fastest flight time

5h 30m

Direct flights

Mon, Tue, Sat and Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Key West in the past 72 hours is $312. The best round-trip flight deal from Key West to Boston found on momondo in the last 72 hours is $627.
The fastest flight from Key West to Boston takes 5h 30m
Direct flights go from Key West to Boston on Monday, Tuesday, Saturday and Sunday. There are no airlines offering direct flights.
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 5h 30m.

  • 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
7.1
11,683 reviews
Search American Airlines flights
JetBluePriceFrom $251Free CancellationRating
7.2
2,967 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
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Gloucester
Narragansett
Brockton
Falmouth
Chatham
Warwick
Sturbridge
Laconia
Dennis Port
Nashua

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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