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Cheap flights from Boston to Key West from $102

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 11/15. 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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JetBlue Logo
8:00 am - 11:53 amBOS-EYW
3h 53mnonstop
JetBlue Logo
12:45 pm - 4:15 pmEYW-BOS
3h 30mnonstop
$217JetBlue
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Thu, Nov 6 - Mon, Nov 10
Spirit Airlines Logo
5:50 am - 1:30 pmBOS-EYW
7h 40m1 stop
Spirit Airlines Logo
2:30 pm - 11:57 pmEYW-BOS
9h 27m1 stop
$223Spirit Airlines
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Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
3:00 pm - 10:07 amBOS-EYW
19h 07m2 stops
Multiple Airlines Logo
8:55 am - 8:28 amEYW-BOS
23h 33m1 stop
$228Multiple Airlines
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Tue, Oct 28 - Fri, Oct 31
United Airlines Logo
6:00 am - 1:52 pmBOS-EYW
7h 52m1 stop
United Airlines Logo
2:48 pm - 10:47 pmEYW-BOS
7h 59m1 stop
$232United Airlines
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Tue, Oct 28 - Fri, Oct 31
Delta Logo
9:15 am - 5:15 pmBOS-EYW
8h 00m1 stop
Delta Logo
6:10 pm - 1:27 amEYW-BOS
7h 17m1 stop
$237Delta
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Sat, Dec 6 - Tue, Dec 9
Multiple Airlines Logo
9:00 am - 1:39 pmBOS-EYW
28h 39m1 stop
Multiple Airlines Logo
8:55 am - 10:11 amEYW-BOS
25h 16m1 stop
$239Multiple Airlines
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Sun, Dec 7 - Thu, Dec 11
Spirit Airlines Logo
5:45 am - 1:29 pmBOS-EYW
7h 44m1 stop
Spirit Airlines Logo
2:30 pm - 11:57 pmEYW-BOS
9h 27m1 stop
$243Spirit Airlines
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Sat, Nov 29 - Sat, Dec 6
Delta Logo
9:15 am - 5:15 pmBOS-EYW
8h 00m1 stop
Delta Logo
6:10 pm - 1:27 amEYW-BOS
7h 17m1 stop
$247Delta
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Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
6:00 am - 2:06 pmBOS-EYW
8h 06m1 stop
United Airlines Logo
3:02 pm - 9:33 pmEYW-BOS
6h 31m1 stop
$257United Airlines
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Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
10:44 am - 2:55 pmBOS-EYW
4h 11mnonstop
American Airlines Logo
11:18 am - 5:05 pmEYW-BOS
5h 47m1 stop
$279American Airlines
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Tue, Dec 30 - Wed, Jan 7

JetBlue flights from Boston to Key West

Our best JetBlue deals on Boston to Key West flight tickets
JetBlue
Nov 6
BOS8:00 amBoston Logan Intl
3h 53m
EYW11:53 amKey West
Nov 10
EYW12:45 pmKey West
3h 30m
BOS4:15 pmBoston Logan Intl
$217
Find similar
JetBlue
Oct 25
BOS8:10 amBoston Logan Intl
3h 59m
EYW12:09 pmKey West
Oct 30
EYW12:45 pmKey West
3h 30m
BOS4:15 pmBoston Logan Intl
$247
Find similar
JetBlue
Jan 7
BOS8:15 amBoston Logan Intl
3h 55m
EYW12:10 pmKey West
Jan 14
EYW1:05 pmKey West
3h 35m
BOS4:40 pmBoston Logan Intl
$251
Find similar

United Airlines flights from Boston to Key West

Our best United Airlines deals on Boston to Key West flight tickets
United Airlines
Oct 28
BOS6:00 amBoston Logan Intl
7h 52m
1 stop
EYW1:52 pmKey West
Oct 31
EYW2:48 pmKey West
7h 59m
1 stop
BOS10:47 pmBoston Logan Intl
$232
Find similar
United Airlines
Dec 8
BOS6:00 amBoston Logan Intl
8h 06m
1 stop
EYW2:06 pmKey West
Dec 12
EYW3:02 pmKey West
6h 31m
1 stop
BOS9:33 pmBoston Logan Intl
$257
Find similar
United Airlines
Oct 27
BOS6:00 amBoston Logan Intl
7h 52m
1 stop
EYW1:52 pmKey West
Oct 29
EYW2:48 pmKey West
8h 54m
2 stops
BOS11:42 pmBoston Logan Intl
$268
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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 October 16, 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

Thu 11/6

8:00 am-11:53 am

Nonstop3h 53m

Key West

Mon 11/10

12:45 pm-4:15 pm

Nonstop3h 30m

$217

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 12/6

5:50 am-1:30 pm

1 stop7h 40m

Key West

Sat 12/13

2:30 pm-11:57 pm

1 stop9h 27m

$223

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 10/28

3:00 pm-10:07 am

2 stops19h 07m

Key West

Fri 10/31

8:55 am-8:28 am

1 stop23h 33m

$228

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 10/28

6:00 am-1:52 pm

1 stop7h 52m

Key West

Fri 10/31

2:48 pm-10:47 pm

1 stop7h 59m

$232

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 12/6

9:15 am-5:15 pm

1 stop8h 00m

Key West

Tue 12/9

6:10 pm-1:27 am

1 stop7h 17m

$237

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 12/7

9:00 am-1:39 pm

1 stop28h 39m

Key West

Thu 12/11

8:55 am-10:11 am

1 stop25h 16m

$239

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 11/29

5:45 am-1:29 pm

1 stop7h 44m

Key West

Sat 12/6

2:30 pm-11:57 pm

1 stop9h 27m

$243

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 12/6

9:15 am-5:15 pm

1 stop8h 00m

Key West

Sat 12/13

6:10 pm-1:27 am

1 stop7h 17m

$247

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 12/8

6:00 am-2:06 pm

1 stop8h 06m

Key West

Fri 12/12

3:02 pm-9:33 pm

1 stop6h 31m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 12/30

10:44 am-2:55 pm

Nonstop4h 11m

Key West

Wed 1/7

11:18 am-5:05 pm

1 stop5h 47m

$279

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 $316. If you are unable to visit Key West during the month of September, then departing from Boston during the month October is also very affordable. Most momondo users find prices during this month for around $332.

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 Monday. momondo users have found tickets for Monday departures for as low as $432. 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 $660.

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 $494. 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 $414 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 $355 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 6% 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 October 2025, prices for Boston to Key West flights are approximately 55% more expensive 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 $297.
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
8,097 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $135Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,984 reviews
Search Delta flights
JetBluePriceFrom $216Free CancellationRating
7.2
2,908 reviews
Search JetBlue flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights

  • JetBlue Flights From Boston to Key West

    JetBlue flight deals from Boston to Key West start from $216 round-trip. Over the 5 JetBlue flights for this route in a normal week, average airfare is usually $524 round-trip - but some users have found much cheaper deals with momondo.

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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