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Cheap flights from Boston to Key West from $106

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 2/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:23 pm - 11:11 am
BOS
-
EYW
18h 48m
1 stop
Multiple Airlines Logo
1:06 pm - 11:01 am
EYW
-
BOS
21h 55m
1 stop
$217Multiple Airlines
Tue, Mar 24 - Fri, Apr 3
Multiple Airlines Logo
4:22 pm - 9:06 am
BOS
-
EYW
16h 44m
1 stop
Multiple Airlines Logo
1:01 pm - 11:44 pm
EYW
-
BOS
10h 43m
2 stops
$218Multiple Airlines
Wed, Feb 25 - Tue, Mar 3
Multiple Airlines Logo
4:22 pm - 12:26 pm
BOS
-
EYW
20h 04m
1 stop
Multiple Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
$219Multiple Airlines
Sun, Feb 22 - Thu, Feb 26
Multiple Airlines Logo
11:46 am - 9:06 am
BOS
-
EYW
21h 20m
1 stop
Multiple Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
$221Multiple Airlines
Sat, Apr 4 - Wed, Apr 8
United Airlines Logo
8:11 am - 10:09 pm
BOS
-
EYW
13h 58m
2 stops
United Airlines Logo
6:35 pm - 11:57 pm
EYW
-
BOS
5h 22m
1 stop
$222United Airlines
Thu, Feb 19 - Thu, Feb 26
Multiple Airlines Logo
8:00 am - 11:58 am
BOS
-
EYW
3h 58mnonstop
Multiple Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
$223Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
8:00 am - 11:58 am
BOS
-
EYW
3h 58mnonstop
Multiple Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
$224Multiple Airlines
Mon, Feb 23 - Thu, Feb 26
Multiple Airlines Logo
9:45 am - 9:06 am
BOS
-
EYW
23h 21m
1 stop
Multiple Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
$225Multiple Airlines
Wed, Apr 1 - Tue, Apr 7
Multiple Airlines Logo
8:00 am - 11:58 am
BOS
-
EYW
3h 58mnonstop
Multiple Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
$227Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
4:23 pm - 9:06 am
BOS
-
EYW
16h 43m
1 stop
Multiple Airlines Logo
9:49 am - 11:41 am
EYW
-
BOS
25h 52m
2 stops
$228Multiple Airlines
Wed, Mar 18 - Mon, Mar 23

United Airlines flights from Boston to Key West

Our best United Airlines deals on Boston to Key West flight tickets
United Airlines
Feb 19
BOS8:11 amBoston Logan Intl
13h 58m
2 stops
EYW10:09 pmKey West
Feb 26
EYW6:35 pmKey West
5h 22m
1 stop
BOS11:57 pmBoston Logan Intl
$222
United Airlines
Feb 23
BOS7:00 amBoston Logan Intl
6h 15m
1 stop
EYW1:15 pmKey West
Feb 26
EYW6:35 pmKey West
5h 22m
1 stop
BOS11:57 pmBoston Logan Intl
$229
United Airlines
Feb 23
BOS12:05 pmBoston Logan Intl
5h 39m
1 stop
EYW5:44 pmKey West
Feb 26
EYW6:35 pmKey West
5h 22m
1 stop
BOS11:57 pmBoston Logan Intl
$230

Spirit Airlines flights from Boston to Key West

Our best Spirit Airlines deals on Boston to Key West flight tickets
Spirit Airlines
Mar 17
BOS5:45 amBoston Logan Intl
5h 45m
1 stop
EYW11:30 amKey West
Mar 24
EYW12:25 pmKey West
11h 34m
1 stop
BOS11:59 pmBoston Logan Intl
$232
Spirit Airlines
Feb 22
BOS5:27 amBoston Logan Intl
8h 03m
1 stop
EYW1:30 pmKey West
Feb 27
EYW2:25 pmKey West
9h 19m
1 stop
BOS11:44 pmBoston Logan Intl
$233
Spirit Airlines
Mar 8
BOS5:27 amBoston Logan Intl
8h 03m
1 stop
EYW1:30 pmKey West
Mar 12
EYW12:25 pmKey West
11h 34m
1 stop
BOS11:59 pmBoston Logan Intl
$240

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 February 2, 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

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 3/24

4:23 pm-11:11 am

1 stop18h 48m

Key West

Fri 4/3

1:06 pm-11:01 am

1 stop21h 55m

$217

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 2/25

4:22 pm-9:06 am

1 stop16h 44m

Key West

Tue 3/3

1:01 pm-11:44 pm

2 stops10h 43m

$218

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 2/22

4:22 pm-12:26 pm

1 stop20h 04m

Key West

Thu 2/26

2:25 pm-11:44 pm

1 stop9h 19m

$219

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 4/4

11:46 am-9:06 am

1 stop21h 20m

Key West

Wed 4/8

12:25 pm-11:59 pm

1 stop11h 34m

$221

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 2/19

8:11 am-10:09 pm

2 stops13h 58m

Key West

Thu 2/26

6:35 pm-11:57 pm

1 stop5h 22m

$222

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 3/2

8:00 am-11:58 am

Nonstop3h 58m

Key West

Mon 3/9

2:25 pm-11:44 pm

1 stop9h 19m

$223

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 2/23

8:00 am-11:58 am

Nonstop3h 58m

Key West

Thu 2/26

2:25 pm-11:44 pm

1 stop9h 19m

$224

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 4/1

9:45 am-9:06 am

1 stop23h 21m

Key West

Tue 4/7

12:25 pm-11:59 pm

1 stop11h 34m

$225

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 3/2

8:00 am-11:58 am

Nonstop3h 58m

Key West

Mon 3/9

2:25 pm-11:44 pm

1 stop9h 19m

$227

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 3/18

4:23 pm-9:06 am

1 stop16h 43m

Key West

Mon 3/23

9:49 am-11:41 am

2 stops25h 52m

$228

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 August is also very affordable. Most momondo users find prices during this month for around $344.

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 Sunday. momondo users have found tickets for Sunday departures for as low as $427. 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 $586.

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 $420 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 $385 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.

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

As of February 2026, prices for Boston to Key West flights are approximately 4% 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

$154

Fastest flight time

3h 38m

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 $154. The best round-trip flight deal from Boston to Key West found on momondo in the last 72 hours is $354.
The fastest flight from Boston to Key West takes 3h 38m
Direct flights go from Boston to Key West every day.
There is 1 airport in Key West. From Boston there are direct flights to 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 38m, 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 $83Free CancellationRating
6.3
8,396 reviews
Search Spirit Airlines flights
DeltaPriceFrom $148Free CancellationRating
7.9
8,132 reviews
Search Delta flights
United AirlinesPriceFrom $196Free CancellationRating
7.4
9,229 reviews
Search United Airlines flights
JetBluePriceFrom $225Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
American AirlinesPriceFrom $247Free CancellationRating
7.2
11,212 reviews
Search American Airlines flights

  • JetBlue Flights From Boston to Key West

    JetBlue flight deals from Boston to Key West start from $225 round-trip. Over the 8 JetBlue flights for this route in a normal week, average airfare is usually $519 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Boston to Key West

    $247 is the best American Airlines flight deal from Boston to Key West found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $412, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 11,212 user reviews) flies into Key West from Boston 1 time in an average week so prices can vary.

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.
Start using Trips
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