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Cheap flights from Massachusetts to Key West from $86

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Key West departing on 11/4. 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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Find the cheapest flights from Massachusetts to Key West

Cheap round-trip flights

Delta Logo
9:05 am - 5:12 pmBOS-EYW
8h 07m1 stop
Delta Logo
6:10 pm - 1:18 amEYW-BOS
7h 08m1 stop
$217Delta
Find Deal
mar., sep. 23 - mar., sep. 30
American Airlines Logo
1:02 pm - 9:56 pmBOS-EYW
8h 54m2 stops
American Airlines Logo
8:00 pm - 12:46 amEYW-BOS
4h 46m1 stop
$219American Airlines
Find Deal
sáb., nov. 1 - sáb., nov. 8
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
$251Spirit Airlines
Find Deal
mar., ene. 27 - sáb., ene. 31
Breeze Airways Logo
2:04 pm - 11:52 amBDL-EYW
21h 48m2 stops
Breeze Airways Logo
10:59 am - 12:45 pmEYW-BDL
25h 46m1 stop
$267Breeze Airways
Find Deal
jue., sep. 11 - jue., sep. 18
Logo
12:01 pm - 2:18 pmBOS-EYW
26h 17m1 stop
Logo
9:52 am - 7:27 amEYW-BOS
21h 35m2 stops
$269
Find Deal
jue., oct. 9 - sáb., oct. 18
Breeze Airways Logo
2:04 pm - 11:52 amBDL-EYW
21h 48m2 stops
Breeze Airways Logo
8:55 am - 11:04 pmEYW-BDL
14h 09m2 stops
$270Breeze Airways
Find Deal
jue., sep. 11 - jue., sep. 18
Allegiant Air Logo
10:12 am - 5:01 pmALB-EYW
6h 49m1 stop
Allegiant Air Logo
4:50 pm - 6:54 pmEYW-ALB
26h 04m1 stop
$270Allegiant Air
Find Deal
dom., ago. 31 - jue., sep. 4
Logo
10:13 am - 7:22 amBOS-EYW
21h 09m1 stop
Logo
3:30 pm - 1:44 pmEYW-BOS
22h 14m1 stop
$271
Find Deal
jue., oct. 2 - dom., oct. 5
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
$293Spirit Airlines
Find Deal
jue., dic. 4 - dom., dic. 7
Allegiant Air Logo
10:59 am - 11:39 amBOS-EYW
24h 40m1 stop
Allegiant Air Logo
9:50 am - 10:11 amEYW-BOS
24h 21m1 stop
$307Allegiant Air
Find Deal
mié., sep. 24 - lun., oct. 6

Delta flights from Massachusetts to Key West

Our best Delta deals on Massachusetts to Key West flight tickets
Delta
Sep 23
BOS9:05 amBoston Logan Intl
8h 07m
1 stop
EYW5:12 pmKey West
Sep 30
EYW6:10 pmKey West
7h 08m
1 stop
BOS1:18 amBoston Logan Intl
$217
Find similar
Delta
Aug 31
BOS5:35 amBoston Logan Intl
5h 21m
1 stop
EYW10:56 amKey West
Sep 3
EYW6:20 pmKey West
7h 04m
1 stop
BOS1:24 amBoston Logan Intl
$239
Find similar
Delta
Aug 27
BOS12:00 pmBoston Logan Intl
5h 25m
1 stop
EYW5:25 pmKey West
Sep 3
EYW11:52 amKey West
6h 39m
1 stop
BOS6:31 pmBoston Logan Intl
$248
Find similar

Spirit Airlines flights from Massachusetts to Key West

Our best Spirit Airlines deals on Massachusetts to Key West flight tickets
Spirit Airlines
Jan 27
BOS5:45 amBoston Logan Intl
7h 45m
1 stop
EYW1:30 pmKey West
Jan 31
EYW2:25 pmKey West
10h 15m
1 stop
BOS12:40 amBoston Logan Intl
$251
Find similar
Spirit Airlines
Dec 4
BOS5:45 amBoston Logan Intl
7h 45m
1 stop
EYW1:30 pmKey West
Dec 7
EYW2:25 pmKey West
10h 15m
1 stop
BOS12:40 amBoston Logan Intl
$293
Find similar
Spirit Airlines
Nov 6
BOS5:45 amBoston Logan Intl
7h 45m
1 stop
EYW1:30 pmKey West
Nov 9
EYW2:25 pmKey West
10h 15m
1 stop
BOS12:40 amBoston Logan Intl
$303
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 agosto 18, 2025.
Use the filters below to find and compare flights from Massachusetts to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 9/23

9:05 am-5:12 pm

1 stop8h 07m

Key West

mar. 9/30

6:10 pm-1:18 am

1 stop7h 08m

$217

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

sáb. 11/1

1:02 pm-9:56 pm

2 stops8h 54m

Key West

sáb. 11/8

8:00 pm-12:46 am

1 stop4h 46m

$219

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 1/27

5:45 am-1:30 pm

1 stop7h 45m

Key West

sáb. 1/31

2:25 pm-12:40 am

1 stop10h 15m

$251

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

jue. 9/11

2:04 pm-11:52 am

2 stops21h 48m

Key West

jue. 9/18

10:59 am-12:45 pm

1 stop25h 46m

$267

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 10/9

12:01 pm-2:18 pm

1 stop26h 17m

Key West

sáb. 10/18

9:52 am-7:27 am

2 stops21h 35m

$269

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

jue. 9/11

2:04 pm-11:52 am

2 stops21h 48m

Key West

jue. 9/18

8:55 am-11:04 pm

2 stops14h 09m

$270

AlbanyKey West

ALB - EYW

ALBEYW

Albany Intl

dom. 8/31

10:12 am-5:01 pm

1 stop6h 49m

Key West

jue. 9/4

4:50 pm-6:54 pm

1 stop26h 04m

$270

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 10/2

10:13 am-7:22 am

1 stop21h 09m

Key West

dom. 10/5

3:30 pm-1:44 pm

1 stop22h 14m

$271

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 12/4

5:45 am-1:30 pm

1 stop7h 45m

Key West

dom. 12/7

2:25 pm-12:40 am

1 stop10h 15m

$293

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mié. 9/24

10:59 am-11:39 am

1 stop24h 40m

Key West

lun. 10/6

9:50 am-10:11 am

1 stop24h 21m

$307

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 Massachusetts 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 Massachusetts to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $326. If you are unable to visit Key West during the month of September, then departing from Massachusetts during the month January is also very affordable. Most momondo users find prices during this month for around $336.

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 Massachusetts is on a Saturday. momondo users have found tickets for Saturday departures for as low as $425. 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 Massachusetts to Key West for around $668.

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 Massachusetts 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 $495. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Massachusetts to Key West flight route?

Fly from Boston Logan Intl to Key West for the best Massachusetts - 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 Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $423 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Massachusetts for as low as $359 on momondo.

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

There are 3 cabin classes available to choose from on Massachusetts 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 Massachusetts to Key West flights?

You could potentially save up to 46% on your flight if you consider stops on a Massachusetts to Key West flight.

Cheap Massachusetts to Key West flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Key West

Best Price Found

$86

Fastest flight time

3h 38m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Key West

1 airport
The best one-way flight to Key West from Massachusetts in the past 72 hours is $86. The best round-trip flight deal from Massachusetts to Key West found on momondo in the last 72 hours is $217.
The fastest flight from Massachusetts to Key West takes 3h 38m
Direct flights go from Massachusetts to Key West on Monday, Tuesday, Friday, Saturday and Sunday. Airlines offering direct flights are: American Airlines and JetBlue.
There is 1 airport near Key West: Key West (EYW)
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Key West Airport?

    Prices for flights from Massachusetts to Key West Airport refresh daily.

  • How many operators does momondo search for flights from Massachusetts to Key West Airport?

  • How old do you have to be to fly from Massachusetts to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The required travel and health documents for your Key West Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Key West Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Massachusetts to Key West?

Best airlines flying from Massachusetts to Key West

Compare and see reviews for airlines that fly from Massachusetts to Key West with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $66Free CancellationRating
6.3
8,038 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $145Free CancellationRating
7.4
8,925 reviews
Search United Airlines flights
JetBluePriceFrom $213Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
DeltaPriceFrom $216Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $262Free CancellationRating
7.2
10,000 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 Massachusetts to Key West?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Massachusetts to Key West. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Massachusetts to Key West with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Key West from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to Key West?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Key West from Massachusetts.

I’m not ready to book a flight from Massachusetts to Key West right now. Can momondo alert me if prices change?

Price alerts on flights to Key West from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Key West trip

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