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Cheap flights from Key West to Boston from $180

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 4/29. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:51 am - 9:29 am
EYW
-
BOS
21h 38m
1 stop
Multiple Airlines Logo
10:26 pm - 11:11 am
BOS
-
EYW
36h 45m
2 stops
$249Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
9:46 am - 9:29 am
EYW
-
BOS
23h 43m
1 stop
Multiple Airlines Logo
8:16 pm - 9:06 am
BOS
-
EYW
36h 50m
2 stops
$254Multiple Airlines
Thu, Apr 16 - Tue, Apr 21
Multiple Airlines Logo
9:49 am - 1:31 am
EYW
-
BOS
39h 42m
2 stops
Multiple Airlines Logo
9:06 am - 10:11 am
BOS
-
EYW
25h 05m
1 stop
$256Multiple Airlines
Mon, Apr 27 - Sun, May 3
Multiple Airlines Logo
11:01 am - 11:25 pm
EYW
-
BOS
12h 24m
2 stops
Multiple Airlines Logo
9:36 am - 10:11 am
BOS
-
EYW
24h 35m
1 stop
$268Multiple Airlines
Thu, Apr 30 - Thu, May 7
Multiple Airlines Logo
9:46 am - 9:29 am
EYW
-
BOS
23h 43m
1 stop
Multiple Airlines Logo
8:16 pm - 1:35 pm
BOS
-
EYW
17h 19m
1 stop
$270Multiple Airlines
Thu, Apr 16 - Thu, Apr 23
Multiple Airlines Logo
1:14 pm - 11:05 am
EYW
-
BOS
21h 51m
2 stops
Multiple Airlines Logo
9:20 am - 11:25 am
BOS
-
EYW
26h 05m
1 stop
$273Multiple Airlines
Tue, Jun 9 - Wed, Jun 17
Multiple Airlines Logo
9:46 am - 9:29 am
EYW
-
BOS
23h 43m
1 stop
Multiple Airlines Logo
5:55 am - 10:11 am
BOS
-
EYW
28h 16m
2 stops
$274Multiple Airlines
Thu, Apr 16 - Thu, Apr 23
Multiple Airlines Logo
11:07 am - 11:06 am
EYW
-
BOS
23h 59m
1 stop
Multiple Airlines Logo
9:12 am - 11:06 am
BOS
-
EYW
25h 54m
2 stops
$278Multiple Airlines
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
1:01 pm - 1:31 am
EYW
-
BOS
36h 30m
2 stops
Multiple Airlines Logo
8:16 pm - 1:35 pm
BOS
-
EYW
17h 19m
1 stop
$291Multiple Airlines
Tue, Apr 14 - Thu, Apr 23
Multiple Airlines Logo
12:05 pm - 9:42 pm
EYW
-
BOS
9h 37m
1 stop
Multiple Airlines Logo
5:45 am - 12:34 pm
BOS
-
EYW
30h 49m
2 stops
$294Multiple Airlines
Thu, May 21 - Mon, May 25

United Airlines flights from Key West to Boston

Our best United Airlines deals on Key West to Boston flight tickets
United Airlines
Apr 16
EYW2:35 pmKey West
9h 24m
2 stops
BOS11:59 pmBoston Logan Intl
Apr 23
BOS5:45 amBoston Logan Intl
11h 54m
2 stops
EYW5:39 pmKey West
$338
United Airlines
May 29
EYW2:26 pmKey West
7h 27m
1 stop
BOS9:53 pmBoston Logan Intl
Jun 2
BOS6:00 amBoston Logan Intl
7h 30m
1 stop
EYW1:30 pmKey West
$341
United Airlines
Apr 15
EYW6:22 pmKey West
5h 37m
1 stop
BOS11:59 pmBoston Logan Intl
Apr 20
BOS7:00 amBoston Logan Intl
7h 51m
1 stop
EYW2:51 pmKey West
$355

Spirit Airlines flights from Key West to Boston

Our best Spirit Airlines deals on Key West to Boston flight tickets
Spirit Airlines
Apr 30
EYW12:26 pmKey West
11h 31m
1 stop
BOS11:57 pmBoston Logan Intl
May 4
BOS5:45 amBoston Logan Intl
7h 50m
1 stop
EYW1:35 pmKey West
$358
Spirit Airlines
Apr 14
EYW12:25 pmKey West
23h 21m
1 stop
BOS11:46 amBoston Logan Intl
Apr 23
BOS8:16 pmBoston Logan Intl
17h 19m
1 stop
EYW1:35 pmKey West
$362
Spirit Airlines
Apr 3
EYW2:35 pmKey West
9h 24m
1 stop
BOS11:59 pmBoston Logan Intl
Apr 13
BOS5:45 amBoston Logan Intl
7h 52m
1 stop
EYW1:37 pmKey West
$408

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 2, 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

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/15

11:51 am-9:29 am

1 stop21h 38m

Boston Logan Intl

Mon 4/20

10:26 pm-11:11 am

2 stops36h 45m

$249

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/16

9:46 am-9:29 am

1 stop23h 43m

Boston Logan Intl

Tue 4/21

8:16 pm-9:06 am

2 stops36h 50m

$254

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 4/27

9:49 am-1:31 am

2 stops39h 42m

Boston Logan Intl

Sun 5/3

9:06 am-10:11 am

1 stop25h 05m

$256
Quickest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/30

11:01 am-11:25 pm

2 stops12h 24m

Boston Logan Intl

Thu 5/7

9:36 am-10:11 am

1 stop24h 35m

$268

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/16

9:46 am-9:29 am

1 stop23h 43m

Boston Logan Intl

Thu 4/23

8:16 pm-1:35 pm

1 stop17h 19m

$270

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/9

1:14 pm-11:05 am

2 stops21h 51m

Boston Logan Intl

Wed 6/17

9:20 am-11:25 am

1 stop26h 05m

$273

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/16

9:46 am-9:29 am

1 stop23h 43m

Boston Logan Intl

Thu 4/23

5:55 am-10:11 am

2 stops28h 16m

$274

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 5/29

11:07 am-11:06 am

1 stop23h 59m

Boston Logan Intl

Tue 6/2

9:12 am-11:06 am

2 stops25h 54m

$278

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 4/14

1:01 pm-1:31 am

2 stops36h 30m

Boston Logan Intl

Thu 4/23

8:16 pm-1:35 pm

1 stop17h 19m

$291

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/21

12:05 pm-9:42 pm

1 stop9h 37m

Boston Logan Intl

Mon 5/25

5:45 am-12:34 pm

2 stops30h 49m

$294

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?

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 $838.

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 $408 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?

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 18% 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

$293

Fastest flight time

3h 34m

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 $293. The best round-trip flight deal from Key West to Boston found on momondo in the last 72 hours is $408.
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

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 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
7.1
11,549 reviews
Search American Airlines flights
JetBluePriceFrom $251Free CancellationRating
7.2
2,911 reviews
Search JetBlue flights

  • JetBlue Flights From Key West to Boston

    JetBlue is one of the most popular airlines flying from Key West to Boston, operating 7 flights/week on average for this route. A good JetBlue flight deal for Key West to Boston starts from $251 round-trip, up to an average price of $442. Our users have rated JetBlue at 7.2/10.

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
Narragansett
Gloucester
Falmouth
Brockton
Warwick
Chatham
Laconia
Sturbridge
Nashua
Everett

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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