Cheap flights from Boston to Key West from $119

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.
American Airlines Logo
11:00 am - 5:31 pmBOS  Boston Logan Intl-EYW Key West
6h 31m1 stop Miami
American Airlines Logo
6:26 pm - 11:35 pmEYW  Key West-BOS Boston Logan Intl
5h 09m1 stop Charlotte Douglas
$406American Airlines
Sat, Jan 16 - Wed, Jan 20
American Airlines Logo
10:19 am - 4:09 pmBOS  Boston Logan Intl-EYW Key West
5h 50m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:32 pm - 11:49 pmEYW  Key West-BOS Boston Logan Intl
6h 17m1 stop Philadelphia
$407American Airlines
Sat, Jan 16 - Sat, Jan 23
United Airlines Logo
7:15 am - 1:55 pmBOS  Boston Logan Intl-EYW Key West
6h 40m1 stop Newark
United Airlines Logo
12:05 pm - 9:53 pmEYW  Key West-BOS Boston Logan Intl
9h 48m1 stop Chicago O'Hare Intl
$407United Airlines
Sun, Nov 29 - Wed, Dec 2
Delta Logo
9:20 am - 4:04 pmBOS  Boston Logan Intl-EYW Key West
6h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:50 pm - 8:51 pmEYW  Key West-BOS Boston Logan Intl
6h 01m1 stop Atlanta Hartsfield-Jackson
$407Delta
Sun, Jan 17 - Thu, Jan 21
Delta Logo
12:20 pm - 8:00 pmBOS  Boston Logan Intl-EYW Key West
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:08 pm - 1:08 amEYW  Key West-BOS Boston Logan Intl
7h 00m1 stop Atlanta Hartsfield-Jackson
$407Delta
Sat, Nov 14 - Tue, Nov 17
Multiple Airlines Logo
9:28 am - 12:49 pmBOS  Boston Logan Intl-EYW Key West
27h 21m1 stop Asheville Regional
Multiple Airlines Logo
10:59 am - 7:43 amEYW  Key West-BOS Boston Logan Intl
20h 44m2 stops Orlando Atlanta Hartsfield-Jackson
$410Multiple Airlines
Mon, Dec 21 - Fri, Dec 25
Multiple Airlines Logo
9:35 am - 10:19 amBOS  Boston Logan Intl-EYW Key West
24h 44m2 stops Atlanta Hartsfield-Jackson Orlando
Multiple Airlines Logo
10:59 am - 9:06 amEYW  Key West-BOS Boston Logan Intl
22h 07m1 stop Orlando
$410Multiple Airlines
Wed, Jan 6 - Sun, Jan 10
United Airlines Logo
6:00 am - 2:13 pmBOS  Boston Logan Intl-EYW Key West
8h 13m1 stop Newark
United Airlines Logo
3:15 pm - 11:59 pmEYW  Key West-BOS Boston Logan Intl
8h 44m2 stops Newark Washington, D.C. Dulles Intl
$412United Airlines
Wed, Jan 20 - Wed, Jan 27
JetBlue Logo
8:00 am - 12:02 pmBOS  Boston Logan Intl-EYW Key West
4h 02mnonstop
JetBlue Logo
12:54 pm - 4:25 pmEYW  Key West-BOS Boston Logan Intl
3h 31mnonstop
$417JetBlue
Wed, Jan 20 - Sat, Jan 23
JetBlue Logo
8:00 am - 12:02 pmBOS  Boston Logan Intl-EYW Key West
4h 02mnonstop
JetBlue Logo
12:54 pm - 4:25 pmEYW  Key West-BOS Boston Logan Intl
3h 31mnonstop
$417JetBlue
Sat, Jan 16 - Sat, Jan 23

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JetBlue flights from Boston to Key West

Our best JetBlue deals on Boston to Key West flight tickets
JetBlue
Dec 30
BOS8:25 amBoston Logan Intl
3h 58m
EYW12:23 pmKey West
Jan 5
EYW12:54 pmKey West
3h 31m
BOS4:25 pmBoston Logan Intl
$425
JetBlue
Nov 29
BOS8:00 amBoston Logan Intl
3h 55m
EYW11:55 amKey West
Dec 2
EYW1:14 pmKey West
3h 33m
BOS4:47 pmBoston Logan Intl
$426
JetBlue
Dec 17
BOS8:25 amBoston Logan Intl
3h 58m
EYW12:23 pmKey West
Dec 20
EYW1:13 pmKey West
3h 33m
BOS4:46 pmBoston Logan Intl
$430

American Airlines flights from Boston to Key West

Our best American Airlines deals on Boston to Key West flight tickets
American Airlines
Jan 16
BOS11:00 amBoston Logan Intl
6h 31m
1 stop
EYW5:31 pmKey West
Jan 20
EYW6:26 pmKey West
5h 09m
1 stop
BOS11:35 pmBoston Logan Intl
$406
American Airlines
Dec 30
BOS7:00 amBoston Logan Intl
5h 43m
1 stop
EYW12:43 pmKey West
Jan 5
EYW1:58 pmKey West
3h 42m
BOS5:40 pmBoston Logan Intl
$422
American Airlines
Nov 27
BOS8:02 amBoston Logan Intl
5h 50m
1 stop
EYW1:52 pmKey West
Dec 1
EYW6:30 amKey West
8h 04m
2 stops
BOS2:34 pmBoston Logan Intl
$423

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 1/16

11:00 am-5:31 pm

1 stop6h 31m

Key West

Wed 1/20

6:26 pm-11:35 pm

1 stop5h 09m

$406

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 1/16

10:19 am-4:09 pm

1 stop5h 50m

Key West

Sat 1/23

5:32 pm-11:49 pm

1 stop6h 17m

$407

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 11/29

7:15 am-1:55 pm

1 stop6h 40m

Key West

Wed 12/2

12:05 pm-9:53 pm

1 stop9h 48m

$407

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sun 1/17

9:20 am-4:04 pm

1 stop6h 44m

Key West

Thu 1/21

2:50 pm-8:51 pm

1 stop6h 01m

$407

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 11/14

12:20 pm-8:00 pm

1 stop7h 40m

Key West

Tue 11/17

6:08 pm-1:08 am

1 stop7h 00m

$407

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Mon 12/21

9:28 am-12:49 pm

1 stop27h 21m

Key West

Fri 12/25

10:59 am-7:43 am

2 stops20h 44m

$410

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Wed 1/6

9:35 am-10:19 am

2 stops24h 44m

Key West

Sun 1/10

10:59 am-9:06 am

1 stop22h 07m

$410

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Wed 1/20

6:00 am-2:13 pm

1 stop8h 13m

Key West

Wed 1/27

3:15 pm-11:59 pm

2 stops8h 44m

$412
Quickest round-trip

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Wed 1/20

8:00 am-12:02 pm

Nonstop4h 02m

Key West

Sat 1/23

12:54 pm-4:25 pm

Nonstop3h 31m

$417

BostonKey West

BOS Boston Logan Intl - EYW Key West

BOSEYW

Boston Logan Intl

Sat 1/16

8:00 am-12:02 pm

Nonstop4h 02m

Key West

Sat 1/23

12:54 pm-4:25 pm

Nonstop3h 31m

$417

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 typical for flights on this route.

Typical prices usually range from $386 to $777.
The lowest price recently found on this route was $406.

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 $381. If you are unable to visit Key West during the month of September, then departing from Boston during the month July is also very affordable. Most momondo users find prices during this month for around $392.

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 Friday, the most expensive travel day of the week, you can expect to see flight prices from Boston to Key West for around $619.

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 $450 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 $421 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 November 2026, prices for Boston to Key West flights are approximately 41% 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

$119

Fastest flight time

3h 55m

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 $119. The best round-trip flight deal from Boston to Key West found on momondo in the last 72 hours is $406.
The fastest flight from Boston to Key West takes 3h 55m
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).

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 55m, 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 $173Free CancellationRating
7.8
8,696 reviews
Search Delta flights
United AirlinesPriceFrom $196Free CancellationRating
7.3
10,460 reviews
Search United Airlines flights
JetBluePriceFrom $250Free CancellationRating
7.1
3,065 reviews
Search JetBlue flights
American AirlinesPriceFrom $307Free CancellationRating
7.0
12,229 reviews
Search American Airlines flights
  • JetBlue Flights From Boston to Key West

    JetBlue flight deals from Boston to Key West start from $250 round-trip. Over the 3 JetBlue flights for this route in a normal week, average airfare is usually $545 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

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1 adult
Thu 12/3
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