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Cheap flights from Florida Keys to Massachusetts from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Florida Keys to Massachusetts departing on 10/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Florida Keys to Massachusetts

Cheap round-trip flights

Spirit Airlines Logo
12:40 pm - 3:56 pmMIA-BOS
3h 16mnonstop
Spirit Airlines Logo
4:54 pm - 8:32 pmBOS-MIA
3h 38mnonstop
$107Spirit Airlines
Find Deal
vie., oct. 10 - lun., oct. 13
Frontier Logo
3:38 pm - 6:44 pmMIA-BDL
3h 06mnonstop
Frontier Logo
7:39 pm - 10:55 pmBDL-MIA
3h 16mnonstop
$108Frontier
Find Deal
jue., nov. 13 - dom., nov. 16
Delta Logo
12:05 pm - 3:26 pmMIA-BOS
3h 21mnonstop
Delta Logo
4:26 pm - 8:00 pmBOS-MIA
3h 34mnonstop
$137Delta
Find Deal
mié., oct. 29 - lun., nov. 3
American Airlines Logo
9:40 pm - 12:59 amMIA-BOS
3h 19mnonstop
American Airlines Logo
4:30 pm - 8:07 pmBOS-MIA
3h 37mnonstop
$152American Airlines
Find Deal
jue., oct. 2 - lun., oct. 6
American Airlines Logo
9:40 pm - 12:59 amMIA-BOS
3h 19mnonstop
American Airlines Logo
4:30 pm - 8:07 pmBOS-MIA
3h 37mnonstop
$153American Airlines
Find Deal
jue., oct. 2 - lun., oct. 6
Delta Logo
7:59 pm - 11:26 pmMIA-BOS
3h 27mnonstop
Delta Logo
7:35 am - 11:10 amBOS-MIA
3h 35mnonstop
$157Delta
Find Deal
jue., oct. 2 - mar., oct. 7
United Airlines Logo
4:56 pm - 10:56 pmMIA-BOS
6h 00m1 stop
United Airlines Logo
8:00 am - 2:42 pmBOS-MIA
6h 42m1 stop
$162United Airlines
Find Deal
mié., oct. 8 - dom., oct. 12
United Airlines Logo
2:48 pm - 10:47 pmEYW-BOS
7h 59m1 stop
United Airlines Logo
6:00 am - 2:04 pmBOS-EYW
8h 04m1 stop
$222United Airlines
Find Deal
mar., oct. 28 - mié., nov. 5
JetBlue Logo
12:45 pm - 4:15 pmEYW-BOS
3h 30mnonstop
JetBlue Logo
8:00 am - 11:53 amBOS-EYW
3h 53mnonstop
$287JetBlue
Find Deal
jue., oct. 30 - dom., nov. 2
JetBlue Logo
12:07 pm - 3:38 pmEYW-BOS
3h 31mnonstop
JetBlue Logo
7:30 am - 11:22 amBOS-EYW
3h 52mnonstop
$433JetBlue
Find Deal
mar., feb. 17 - sáb., feb. 21

Spirit Airlines flights from Florida Keys to Massachusetts

Our best Spirit Airlines deals on Florida Keys to Massachusetts flight tickets
Spirit Airlines
Oct 10
MIA12:40 pmMiami
3h 16m
BOS3:56 pmBoston Logan Intl
Oct 13
BOS4:54 pmBoston Logan Intl
3h 38m
MIA8:32 pmMiami
$107
Find similar
Spirit Airlines
Sep 27
MIA9:56 amMiami
3h 27m
BOS1:23 pmBoston Logan Intl
Oct 4
BOS2:18 pmBoston Logan Intl
3h 32m
MIA5:50 pmMiami
$110
Find similar
Spirit Airlines
Sep 29
MIA10:35 amMiami
7h 27m
1 stop
BOS6:02 pmBoston Logan Intl
Oct 4
BOS2:18 pmBoston Logan Intl
3h 32m
MIA5:50 pmMiami
$112
Find similar

Delta flights from Florida Keys to Massachusetts

Our best Delta deals on Florida Keys to Massachusetts flight tickets
Delta
Oct 29
MIA12:05 pmMiami
3h 21m
BOS3:26 pmBoston Logan Intl
Nov 3
BOS4:26 pmBoston Logan Intl
3h 34m
MIA8:00 pmMiami
$137
Find similar
Delta
Oct 2
MIA7:59 pmMiami
3h 27m
BOS11:26 pmBoston Logan Intl
Oct 7
BOS7:35 amBoston Logan Intl
3h 35m
MIA11:10 amMiami
$157
Find similar
Delta
Dec 5
MIA11:45 amMiami
3h 25m
BOS3:10 pmBoston Logan Intl
Dec 7
BOS7:59 pmBoston Logan Intl
3h 37m
MIA11:36 pmMiami
$159
Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

vie. 10/10

12:40 pm-3:56 pm

Nonstop3h 16m

Boston Logan Intl

lun. 10/13

4:54 pm-8:32 pm

Nonstop3h 38m

$107

MiamiHartford

MIA - BDL

MIABDL

Miami

jue. 11/13

3:38 pm-6:44 pm

Nonstop3h 06m

Hartford Bradley Intl

dom. 11/16

7:39 pm-10:55 pm

Nonstop3h 16m

$108

MiamiBoston

MIA - BOS

MIABOS

Miami

mié. 10/29

12:05 pm-3:26 pm

Nonstop3h 21m

Boston Logan Intl

lun. 11/3

4:26 pm-8:00 pm

Nonstop3h 34m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

jue. 10/2

9:40 pm-12:59 am

Nonstop3h 19m

Boston Logan Intl

lun. 10/6

4:30 pm-8:07 pm

Nonstop3h 37m

$152

MiamiBoston

MIA - BOS

MIABOS

Miami

jue. 10/2

9:40 pm-12:59 am

Nonstop3h 19m

Boston Logan Intl

lun. 10/6

4:30 pm-8:07 pm

Nonstop3h 37m

$153

MiamiBoston

MIA - BOS

MIABOS

Miami

jue. 10/2

7:59 pm-11:26 pm

Nonstop3h 27m

Boston Logan Intl

mar. 10/7

7:35 am-11:10 am

Nonstop3h 35m

$157

MiamiBoston

MIA - BOS

MIABOS

Miami

mié. 10/8

4:56 pm-10:56 pm

1 stop6h 00m

Boston Logan Intl

dom. 10/12

8:00 am-2:42 pm

1 stop6h 42m

$162

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 10/28

2:48 pm-10:47 pm

1 stop7h 59m

Boston Logan Intl

mié. 11/5

6:00 am-2:04 pm

1 stop8h 04m

$222

Key WestBoston

EYW - BOS

EYWBOS

Key West

jue. 10/30

12:45 pm-4:15 pm

Nonstop3h 30m

Boston Logan Intl

dom. 11/2

8:00 am-11:53 am

Nonstop3h 53m

$287

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 2/17

12:07 pm-3:38 pm

Nonstop3h 31m

Boston Logan Intl

sáb. 2/21

7:30 am-11:22 am

Nonstop3h 52m

$433

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 Massachusetts from

How to get the cheapest flight ticket from Florida Keys to Massachusetts

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 Massachusetts?

In general, January is the cheapest month to fly from Florida Keys to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $128. If you aren’t able to travel to Massachusetts during the month of January, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $162.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Thursday is the cheapest day to fly to Massachusetts from Florida Keys. The lowest ticket price found for a Thursday departure recently was $300. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Florida Keys because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $734.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Florida Keys to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $338. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $496 on average. Flights to Massachusetts from Florida Keys in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Florida Keys to Massachusetts flight route?

Fly from Key West to Boston Logan Intl for the best Florida Keys - Massachusetts flight prices

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Florida Keys when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $189 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Florida Keys for as low as $146 on momondo.

What cabin class options are available on Florida Keys to Massachusetts flights?

There is only 1 cabin class available to choose from on Florida Keys to Massachusetts 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 Florida Keys to Massachusetts flights?

No. A direct flight is the cheapest option for a flight between Florida Keys to Massachusetts.

Cheap Florida Keys to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Florida Keys to Massachusetts

Fastest flight time

3h 05m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Massachusetts

1 airport
The fastest flight from Florida Keys to Massachusetts takes 3h 05m
Direct flights go from Florida Keys to Massachusetts on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There is 1 airport near Massachusetts: Hartford Bradley Intl (BDL)
Search flight deals

  • When did momondo last update prices for flights from Florida Keys to Massachusetts?

    Prices for flights from Florida Keys to Massachusetts are refreshed on a daily basis.

  • How many operators does momondo search for flights from Florida Keys to Massachusetts?

  • How old do you have to be to fly from Florida Keys to Massachusetts?

    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 Florida Keys to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The required travel and health documents for your Massachusetts 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 Massachusetts. 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 Florida Keys to Massachusetts?

Best airlines flying from Florida Keys to Massachusetts

Compare and see reviews for airlines that fly from Florida Keys to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $216Free CancellationRating
7.9
7,964 reviews
Search Delta flights
JetBluePriceFrom $236Free CancellationRating
7.2
2,911 reviews
Search JetBlue flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Florida Keys to Massachusetts?

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

Can I find flights from Florida Keys to Massachusetts with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Florida Keys to Massachusetts flights to just show those with flexible booking policies.

How can momondo help me find flights from Florida Keys to Massachusetts?

Once you have performed a search for Florida Keys to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Florida Keys to Massachusetts flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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sáb. 10/18
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