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Cheap flights from Boston to Key West from $149

1 adult
1 adult, Economy, 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.
Multiple Airlines Logo
11:47 am - 10:19 amBOS  Boston Logan Intl-EYW Key West
22h 32m1 stop Orlando
Multiple Airlines Logo
8:29 am - 11:02 amEYW  Key West-BOS Boston Logan Intl
26h 33m1 stop Orlando Sanford Intl
$255Multiple Airlines
Sat, Oct 17 - Fri, Oct 23
Allegiant Air Logo
9:09 am - 11:04 amBOS  Boston Logan Intl-EYW Key West
25h 55m1 stop Knoxville McGhee Tyson
Allegiant Air Logo
10:14 am - 8:19 amEYW  Key West-BOS Boston Logan Intl
22h 05m1 stop Knoxville McGhee Tyson
$265Allegiant Air
Sun, Nov 8 - Fri, Nov 13
United Airlines Logo
9:12 am - 5:10 pmBOS  Boston Logan Intl-EYW Key West
7h 58m1 stop Chicago O'Hare Intl
United Airlines Logo
3:04 pm - 9:54 pmEYW  Key West-BOS Boston Logan Intl
6h 50m1 stop Newark
$342United Airlines
Sun, Jan 24 - Fri, Jan 29
United Airlines Logo
7:38 am - 1:29 pmBOS  Boston Logan Intl-EYW Key West
5h 51m1 stop Newark
United Airlines Logo
4:00 pm - 11:25 pmEYW  Key West-BOS Boston Logan Intl
7h 25m1 stop Chicago O'Hare Intl
$347United Airlines
Sun, Sep 27 - Sat, Oct 3
JetBlue Logo
8:00 am - 11:56 amBOS  Boston Logan Intl-EYW Key West
3h 56mnonstop
JetBlue Logo
12:46 pm - 4:45 pmEYW  Key West-BOS Boston Logan Intl
3h 59mnonstop
$355JetBlue
Thu, Oct 29 - Mon, Nov 2
JetBlue Logo
8:00 am - 11:56 amBOS  Boston Logan Intl-EYW Key West
3h 56mnonstop
JetBlue Logo
12:46 pm - 4:45 pmEYW  Key West-BOS Boston Logan Intl
3h 59mnonstop
$356JetBlue
Thu, Oct 29 - Mon, Nov 2
American Airlines Logo
12:39 pm - 6:25 pmBOS  Boston Logan Intl-EYW Key West
5h 46m1 stop Washington, D.C. Reagan-National
American Airlines Logo
11:58 am - 3:30 pmEYW  Key West-BOS Boston Logan Intl
3h 32mnonstop
$357American Airlines
Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
9:05 am - 1:24 pmBOS  Boston Logan Intl-EYW Key West
4h 19mnonstop
American Airlines Logo
4:04 pm - 11:54 pmEYW  Key West-BOS Boston Logan Intl
7h 50m1 stop Charlotte Douglas
$357American Airlines
Tue, Jan 5 - Tue, Jan 12
Delta Logo
10:15 am - 5:15 pmBOS  Boston Logan Intl-EYW Key West
7h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:40 am - 2:54 pmEYW  Key West-BOS Boston Logan Intl
7h 14m1 stop Atlanta Hartsfield-Jackson
$367Delta
Tue, Oct 27 - Wed, Nov 4
Delta Logo
1:55 pm - 7:43 pmBOS  Boston Logan Intl-EYW Key West
5h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 pm - 12:58 amEYW  Key West-BOS Boston Logan Intl
6h 58m1 stop Atlanta Hartsfield-Jackson
$367Delta
Wed, Feb 17 - Thu, Feb 25

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Allegiant Air flights from Boston to Key West

Our best Allegiant Air deals on Boston to Key West flight tickets
Allegiant Air
Nov 8
BOS9:09 amBoston Logan Intl
25h 55m
1 stop
EYW11:04 amKey West
Nov 13
EYW10:14 amKey West
22h 05m
1 stop
BOS8:19 amBoston Logan Intl
$265
Allegiant Air
Nov 1
BOS10:32 amBoston Logan Intl
23h 47m
1 stop
EYW10:19 amKey West
Nov 6
EYW10:14 amKey West
22h 05m
1 stop
BOS8:19 amBoston Logan Intl
$320
Allegiant Air
Nov 1
BOS10:32 amBoston Logan Intl
23h 47m
1 stop
EYW10:19 amKey West
Nov 6
EYW10:14 amKey West
22h 05m
1 stop
BOS8:19 amBoston Logan Intl
$325

United Airlines flights from Boston to Key West

Our best United Airlines deals on Boston to Key West flight tickets
United Airlines
Jan 24
BOS9:12 amBoston Logan Intl
7h 58m
1 stop
EYW5:10 pmKey West
Jan 29
EYW3:04 pmKey West
6h 50m
1 stop
BOS9:54 pmBoston Logan Intl
$342
United Airlines
Sep 27
BOS7:38 amBoston Logan Intl
5h 51m
1 stop
EYW1:29 pmKey West
Oct 3
EYW4:00 pmKey West
7h 25m
1 stop
BOS11:25 pmBoston Logan Intl
$347
United Airlines
Jan 24
BOS6:00 amBoston Logan Intl
11h 10m
2 stops
EYW5:10 pmKey West
Jan 29
EYW3:04 pmKey West
6h 50m
1 stop
BOS9:54 pmBoston Logan Intl
$348

momondo Fare Finder

 
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 Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 10/17

11:47 am-10:19 am

1 stop22h 32m

Key West

Fri 10/23

8:29 am-11:02 am

1 stop26h 33m

$255

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 11/8

9:09 am-11:04 am

1 stop25h 55m

Key West

Fri 11/13

10:14 am-8:19 am

1 stop22h 05m

$265

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 1/24

9:12 am-5:10 pm

1 stop7h 58m

Key West

Fri 1/29

3:04 pm-9:54 pm

1 stop6h 50m

$342

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 9/27

7:38 am-1:29 pm

1 stop5h 51m

Key West

Sat 10/3

4:00 pm-11:25 pm

1 stop7h 25m

$347
Quickest round-trip

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Thu 10/29

8:00 am-11:56 am

Nonstop3h 56m

Key West

Mon 11/2

12:46 pm-4:45 pm

Nonstop3h 59m

$355

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Thu 10/29

8:00 am-11:56 am

Nonstop3h 56m

Key West

Mon 11/2

12:46 pm-4:45 pm

Nonstop3h 59m

$356

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Tue 11/17

12:39 pm-6:25 pm

1 stop5h 46m

Key West

Sat 11/21

11:58 am-3:30 pm

Nonstop3h 32m

$357

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Tue 1/5

9:05 am-1:24 pm

Nonstop4h 19m

Key West

Tue 1/12

4:04 pm-11:54 pm

1 stop7h 50m

$357

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Tue 10/27

10:15 am-5:15 pm

1 stop7h 00m

Key West

Wed 11/4

7:40 am-2:54 pm

1 stop7h 14m

$367

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Wed 2/17

1:55 pm-7:43 pm

1 stop5h 48m

Key West

Thu 2/25

6:00 pm-12:58 am

1 stop6h 58m

$367

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?

Prices are currently low for flights on this route.

Typical prices usually range from $316 to $426.
The lowest price recently found on this route was $255.

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 $346. 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 $358.

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 $392. 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 $588.

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 $428 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 $393 on momondo.

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

There are 4 cabin classes available to choose from on Boston 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?

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 September 2026, prices for Boston to Key West flights are approximately 8% 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

$149

Fastest flight time

3h 39m

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 $149. The best round-trip flight deal from Boston to Key West found on momondo in the last 72 hours is $255.
The fastest flight from Boston to Key West takes 3h 39m
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

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 39m, 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
DeltaPriceFrom $148Free CancellationRating
7.8
8,536 reviews
Search Delta flights
United AirlinesPriceFrom $196Free CancellationRating
7.4
10,152 reviews
Search United Airlines flights
JetBluePriceFrom $206Free CancellationRating
7.1
3,034 reviews
Search JetBlue flights
American AirlinesPriceFrom $277Free CancellationRating
7.1
12,026 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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