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Cheap flights from Boston to Key West 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 Boston to Key West departing on 6/1. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 1:27 pm
BOS
-
EYW
7h 27m
1 stop
American Airlines Logo
7:29 pm - 12:40 am
EYW
-
BOS
5h 11m
1 stop
$263American Airlines
Sun, May 17 - Thu, May 21
American Airlines Logo
10:52 am - 6:49 pm
BOS
-
EYW
7h 57m
2 stops
American Airlines Logo
1:39 pm - 10:28 pm
EYW
-
BOS
8h 49m
2 stops
$272American Airlines
Tue, May 26 - Fri, May 29
American Airlines Logo
10:13 am - 6:49 pm
BOS
-
EYW
8h 36m
1 stop
American Airlines Logo
5:37 pm - 11:48 pm
EYW
-
BOS
6h 11m
1 stop
$278American Airlines
Fri, May 29 - Fri, Jun 5
American Airlines Logo
6:00 am - 1:07 pm
BOS
-
EYW
7h 07m
1 stop
American Airlines Logo
7:40 pm - 12:59 am
EYW
-
BOS
5h 19m
1 stop
$287American Airlines
Mon, May 25 - Tue, Jun 2
American Airlines Logo
8:00 am - 4:07 pm
BOS
-
EYW
8h 07m
2 stops
American Airlines Logo
1:39 pm - 10:28 pm
EYW
-
BOS
8h 49m
2 stops
$289American Airlines
Tue, May 26 - Fri, May 29
Multiple Airlines Logo
7:00 am - 11:27 am
BOS
-
EYW
28h 27m
1 stop
Multiple Airlines Logo
1:14 pm - 1:24 am
EYW
-
BOS
12h 10m
2 stops
$290Multiple Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
10:47 am - 6:49 pm
BOS
-
EYW
8h 02m
2 stops
American Airlines Logo
7:29 pm - 12:40 am
EYW
-
BOS
5h 11m
1 stop
$293American Airlines
Sun, May 24 - Tue, Jun 2
Allegiant Air Logo
10:38 am - 8:11 am
BOS
-
EYW
21h 33m
1 stop
Allegiant Air Logo
10:31 am - 9:03 am
EYW
-
BOS
22h 32m
1 stop
$296Allegiant Air
Sun, Jun 7 - Fri, Jun 12
American Airlines Logo
6:00 am - 1:09 pm
BOS
-
EYW
7h 09m
1 stop
American Airlines Logo
7:49 pm - 12:59 am
EYW
-
BOS
5h 10m
1 stop
$299American Airlines
Sat, May 30 - Sat, Jun 6
Delta Logo
8:00 am - 1:42 pm
BOS
-
EYW
5h 42m
1 stop
Delta Logo
2:32 pm - 10:25 pm
EYW
-
BOS
7h 53m
1 stop
$302Delta
Fri, May 15 - Tue, May 19

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American Airlines flights from Boston to Key West

Our best American Airlines deals on Boston to Key West flight tickets
American Airlines
May 17
BOS6:00 amBoston Logan Intl
7h 27m
1 stop
EYW1:27 pmKey West
May 21
EYW7:29 pmKey West
5h 11m
1 stop
BOS12:40 amBoston Logan Intl
$263
American Airlines
May 26
BOS10:52 amBoston Logan Intl
7h 57m
2 stops
EYW6:49 pmKey West
May 29
EYW1:39 pmKey West
8h 49m
2 stops
BOS10:28 pmBoston Logan Intl
$272
American Airlines
May 29
BOS10:13 amBoston Logan Intl
8h 36m
1 stop
EYW6:49 pmKey West
Jun 5
EYW5:37 pmKey West
6h 11m
1 stop
BOS11:48 pmBoston Logan Intl
$278

United Airlines flights from Boston to Key West

Our best United Airlines deals on Boston to Key West flight tickets
United Airlines
Jul 5
BOS6:00 amBoston Logan Intl
9h 19m
1 stop
EYW3:19 pmKey West
Jul 9
EYW2:26 pmKey West
7h 27m
1 stop
BOS9:53 pmBoston Logan Intl
$319
United Airlines
May 12
BOS6:00 amBoston Logan Intl
7h 45m
1 stop
EYW1:45 pmKey West
May 14
EYW2:49 pmKey West
7h 25m
1 stop
BOS10:14 pmBoston Logan Intl
$377
United Airlines
May 11
BOS6:00 amBoston Logan Intl
9h 07m
1 stop
EYW3:07 pmKey West
May 12
EYW2:49 pmKey West
9h 10m
2 stops
BOS11:59 pmBoston Logan Intl
$382

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 May 5, 2026.
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

Cheapest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 5/17

6:00 am-1:27 pm

1 stop7h 27m

Key West

Thu 5/21

7:29 pm-12:40 am

1 stop5h 11m

$263

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 5/26

10:52 am-6:49 pm

2 stops7h 57m

Key West

Fri 5/29

1:39 pm-10:28 pm

2 stops8h 49m

$272

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 5/29

10:13 am-6:49 pm

1 stop8h 36m

Key West

Fri 6/5

5:37 pm-11:48 pm

1 stop6h 11m

$278

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 5/25

6:00 am-1:07 pm

1 stop7h 07m

Key West

Tue 6/2

7:40 pm-12:59 am

1 stop5h 19m

$287

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 5/26

8:00 am-4:07 pm

2 stops8h 07m

Key West

Fri 5/29

1:39 pm-10:28 pm

2 stops8h 49m

$289

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 5/28

7:00 am-11:27 am

1 stop28h 27m

Key West

Tue 6/2

1:14 pm-1:24 am

2 stops12h 10m

$290

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 5/24

10:47 am-6:49 pm

2 stops8h 02m

Key West

Tue 6/2

7:29 pm-12:40 am

1 stop5h 11m

$293

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 6/7

10:38 am-8:11 am

1 stop21h 33m

Key West

Fri 6/12

10:31 am-9:03 am

1 stop22h 32m

$296
Quickest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 5/30

6:00 am-1:09 pm

1 stop7h 09m

Key West

Sat 6/6

7:49 pm-12:59 am

1 stop5h 10m

$299

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 5/15

8:00 am-1:42 pm

1 stop5h 42m

Key West

Tue 5/19

2:32 pm-10:25 pm

1 stop7h 53m

$302

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 typical price of a round-trip flight between Boston and Key West?

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 $376. 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 $553.

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 from Boston 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 $412 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 $340 on momondo.

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

No. A direct flight is the cheapest option for a flight between Boston to Key West.

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

As of May 2026, prices for Boston to Key West flights are approximately 2% 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

$268

Fastest flight time

3h 53m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Key West

1 airport
The best one-way flight to Key West from Boston in the past 72 hours is $268. The best round-trip flight deal from Boston to Key West found on momondo in the last 72 hours is $403.
The fastest flight from Boston to Key West takes 3h 53m
Direct flights go from Boston to Key West on Monday, Tuesday, Friday, Saturday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport in Key West. From Boston there are direct flights to Key West (EYW).
Search flight deals

Frequently asked questions about flying from Boston to Key West

  • 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 $123Free CancellationRating
6.3
8,634 reviews
Search Spirit Airlines flights
DeltaPriceFrom $148Free CancellationRating
7.9
8,460 reviews
Search Delta flights
United AirlinesPriceFrom $196Free CancellationRating
7.4
9,683 reviews
Search United Airlines flights
JetBluePriceFrom $213Free CancellationRating
7.1
2,977 reviews
Search JetBlue flights
American AirlinesPriceFrom $246Free CancellationRating
7.1
11,667 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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