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Cheap flights from Boston to Key West from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Key West departing on 10/26. 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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Cheap round-trip flights

JetBlue Logo
8:00 am - 11:53 amBOS-EYW
3h 53mnonstop
JetBlue Logo
12:45 pm - 4:15 pmEYW-BOS
3h 30mnonstop
$227JetBlue
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Mon, Nov 3 - Thu, Nov 6
United Airlines Logo
6:00 am - 1:52 pmBOS-EYW
7h 52m1 stop
United Airlines Logo
2:48 pm - 10:48 pmEYW-BOS
8h 00m1 stop
$242United Airlines
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Sun, Oct 26 - Thu, Oct 30
American Airlines Logo
5:30 am - 12:55 pmBOS-EYW
7h 25m1 stop
American Airlines Logo
7:52 pm - 12:34 amEYW-BOS
4h 42m1 stop
$247American Airlines
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Tue, Oct 14 - Sat, Oct 18
United Airlines Logo
6:00 am - 1:52 pmBOS-EYW
7h 52m1 stop
United Airlines Logo
3:00 pm - 11:42 pmEYW-BOS
8h 42m2 stops
$248United Airlines
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Wed, Oct 29 - Sat, Nov 1
Logo
3:00 pm - 4:00 pmBOS-EYW
25h 00m2 stops
Logo
9:52 am - 9:18 amEYW-BOS
23h 26m1 stop
$249
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Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
9:20 am - 5:16 pmBOS-EYW
7h 56m2 stops
American Airlines Logo
11:22 am - 4:12 pmEYW-BOS
4h 50m1 stop
$252American Airlines
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Tue, Oct 14 - Sat, Oct 18
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
$263Spirit Airlines
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Thu, Nov 6 - Sun, Nov 9
Logo
12:59 pm - 8:41 pmBOS-EYW
31h 42m2 stops
Logo
12:32 pm - 8:08 amEYW-BOS
19h 36m1 stop
$269
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Thu, Sep 25 - Thu, Oct 2
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
$273Spirit Airlines
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Thu, Nov 6 - Sun, Nov 9
Delta Logo
1:36 pm - 8:07 pmBOS-EYW
6h 31m1 stop
Delta Logo
6:10 pm - 1:18 amEYW-BOS
7h 08m1 stop
$368Delta
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Fri, Sep 12 - Mon, Sep 15

American Airlines flights from Boston to Key West

Our best American Airlines deals on Boston to Key West flight tickets
American Airlines
Sep 1
BOS6:00 amBoston Logan Intl
5h 40m
1 stop
EYW11:40 amKey West
Sep 8
EYW12:24 pmKey West
7h 18m
1 stop
BOS7:42 pmBoston Logan Intl
$247
Find similar
American Airlines
Oct 14
BOS9:20 amBoston Logan Intl
7h 56m
2 stops
EYW5:16 pmKey West
Oct 18
EYW11:22 amKey West
4h 50m
1 stop
BOS4:12 pmBoston Logan Intl
$252
Find similar
American Airlines
Oct 12
BOS7:10 amBoston Logan Intl
5h 48m
1 stop
EYW12:58 pmKey West
Oct 18
EYW11:22 amKey West
9h 04m
2 stops
BOS8:26 pmBoston Logan Intl
$253
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Delta flights from Boston to Key West

Our best Delta deals on Boston to Key West flight tickets
Delta
Sep 12
BOS1:36 pmBoston Logan Intl
6h 31m
1 stop
EYW8:07 pmKey West
Sep 15
EYW6:10 pmKey West
7h 08m
1 stop
BOS1:18 amBoston Logan Intl
$368
Find similar
Delta
Sep 3
BOS1:35 pmBoston Logan Intl
6h 37m
1 stop
EYW8:12 pmKey West
Sep 7
EYW2:00 pmKey West
6h 42m
1 stop
BOS8:42 pmBoston Logan Intl
$428
Find similar
Delta
Aug 30
BOS5:35 amBoston Logan Intl
5h 21m
1 stop
EYW10:56 amKey West
Sep 2
EYW6:20 pmKey West
7h 01m
1 stop
BOS1:21 amBoston Logan Intl
$539
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momondo Fare Finder

 
Customize your flight search to find flights from Boston to Key West 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 28, 2025.
Use the filters below to find and compare flights from Boston to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 11/3

8:00 am-11:53 am

Nonstop3h 53m

Key West

Thu 11/6

12:45 pm-4:15 pm

Nonstop3h 30m

$227

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 10/26

6:00 am-1:52 pm

1 stop7h 52m

Key West

Thu 10/30

2:48 pm-10:48 pm

1 stop8h 00m

$242

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 10/14

5:30 am-12:55 pm

1 stop7h 25m

Key West

Sat 10/18

7:52 pm-12:34 am

1 stop4h 42m

$247

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 10/29

6:00 am-1:52 pm

1 stop7h 52m

Key West

Sat 11/1

3:00 pm-11:42 pm

2 stops8h 42m

$248

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 9/20

3:00 pm-4:00 pm

2 stops25h 00m

Key West

Sat 9/27

9:52 am-9:18 am

1 stop23h 26m

$249

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 10/14

9:20 am-5:16 pm

2 stops7h 56m

Key West

Sat 10/18

11:22 am-4:12 pm

1 stop4h 50m

$252

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 11/6

5:45 am-1:30 pm

1 stop7h 45m

Key West

Sun 11/9

2:25 pm-12:40 am

1 stop10h 15m

$263

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 9/25

12:59 pm-8:41 pm

2 stops31h 42m

Key West

Thu 10/2

12:32 pm-8:08 am

1 stop19h 36m

$269

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 11/6

5:45 am-1:30 pm

1 stop7h 45m

Key West

Sun 11/9

2:25 pm-12:40 am

1 stop10h 15m

$273

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 9/12

1:36 pm-8:07 pm

1 stop6h 31m

Key West

Mon 9/15

6:10 pm-1:18 am

1 stop7h 08m

$368

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 Key West from

How to get the cheapest flight ticket from Boston to Key West

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 Key West?

In general, September is the cheapest month to fly from Boston to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $326. If you are unable to visit Key West during the month of September, then departing from Boston during the month January is also very affordable. Most momondo users find prices during this month for around $336.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Boston is on a Saturday. momondo users have found tickets for Saturday departures for as low as $433. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Boston to Key West for around $666.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is at noon. momondo users have found flights departing from Boston to Key West at noon for as low as $443. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the morning, with an average ticket price of $497. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Boston Logan Intl to Key West flight route?

Fly from Boston Logan Intl to Key West for the best Boston Logan Intl - Key West flight prices

How far in advance should I book a flight to Key West?

You are more likely to see cheaper flights to Key West from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $422 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Boston for as low as $356 on momondo.

What cabin class options are available on Boston Logan Intl to Key West flights?

There are 3 cabin classes available to choose from on Boston Logan Intl to Key West 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 Boston to Key West flights?

You could potentially save up to 50% on your flight if you consider stops on a Boston to Key West flight.

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

As of August 2025, prices for Boston to Key West flights are approximately 26% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Boston to Key West (BOS to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Key West

Best Price Found

$158

Fastest flight time

3h 52m

Direct flights

Every day

Airports in Key West

1 airport
The best one-way flight to Key West from Boston in the past 72 hours is $158. The best round-trip flight deal from Boston to Key West found on momondo in the last 72 hours is $332.
The fastest flight from Boston to Key West takes 3h 52m
Direct flights go from Boston to Key West every day.
There is 1 airport near Key West: Key West (EYW)
Search flight deals

  • How far is Boston Logan Intl to Key West by plane?

    Key West is 1373.6 mi away from Boston Logan Intl. Flights usually cover this in 3h 53m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Key West Airport?

    Prices for flights from Boston Logan Intl Airport to Key West Airport were last updated today.

  • How many operators does momondo search for flights from Boston Logan Intl Airport to Key West Airport?

  • How old do you have to be to fly from Boston Logan Intl Airport to Key West Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Boston Logan Intl Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West 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 Key West 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 Boston to Key West?

  • What is the most popular airline from Boston to Key West?

Best airlines flying from Boston to Key West

Compare and see reviews for airlines that fly from Boston to Key West with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $66Free CancellationRating
6.3
8,028 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $145Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,977 reviews
Search Delta flights
JetBluePriceFrom $216Free CancellationRating
7.2
2,920 reviews
Search JetBlue flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Key West?

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 Boston to Key West for you.

Can I find flights from Boston to Key West with flexible booking policies on momondo?

momondo does allow users to show only those flights to Key West from Boston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Boston to Key West?

momondo helps you find the best flight between Boston and Key West by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Boston to Key West right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Key West, momondo offers a useful price alert feature which will track prices for flights to Key West from Boston and alert you when they change.

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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