Cheap flights from Florida Keys to Massachusetts 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 Florida Keys to Massachusetts departing on 4/29. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Florida Keys to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
10:00 am - 1:17 pm
MIA
-
BOS
3h 17mnonstop
Spirit Airlines Logo
6:00 pm - 9:29 pm
BOS
-
MIA
3h 29mnonstop
$101Spirit Airlines
Fri, Apr 17 - Tue, Apr 21
Spirit Airlines Logo
3:49 pm - 7:06 pm
MIA
-
BOS
3h 17mnonstop
Spirit Airlines Logo
6:00 pm - 9:29 pm
BOS
-
MIA
3h 29mnonstop
$102Spirit Airlines
Thu, Apr 16 - Thu, Apr 23
Frontier Logo
5:05 am - 4:21 pm
MIA
-
BDL
11h 16m
1 stop
Frontier Logo
2:58 pm - 12:49 am
BDL
-
MIA
9h 51m
1 stop
$160Frontier
Fri, May 1 - Sun, May 3
Frontier Logo
5:05 am - 2:49 pm
MIA
-
BDL
9h 44m
1 stop
Frontier Logo
2:58 pm - 12:49 am
BDL
-
MIA
9h 51m
1 stop
$161Frontier
Thu, Apr 30 - Sun, May 3
American Airlines Logo
8:47 pm - 11:59 pm
MIA
-
BDL
3h 12mnonstop
American Airlines Logo
5:45 am - 8:57 am
BDL
-
MIA
3h 12mnonstop
$187American Airlines
Sat, Jun 6 - Tue, Jun 9
American Airlines Logo
10:42 am - 1:56 pm
MIA
-
BDL
3h 14mnonstop
American Airlines Logo
3:06 pm - 6:30 pm
BDL
-
MIA
3h 24mnonstop
$188American Airlines
Thu, Apr 30 - Sun, May 3
Delta Logo
6:35 am - 1:33 pm
MIA
-
ALB
6h 58m
1 stop
Delta Logo
6:06 pm - 12:47 am
ALB
-
MIA
6h 41m
1 stop
$217Delta
Wed, May 27 - Wed, May 27
United Airlines Logo
4:18 pm - 12:53 am
MIA
-
ALB
8h 35m
1 stop
United Airlines Logo
6:00 am - 2:57 pm
ALB
-
MIA
8h 57m
1 stop
$262United Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
4:18 pm - 12:53 am
MIA
-
ALB
8h 35m
1 stop
United Airlines Logo
6:00 am - 2:57 pm
ALB
-
MIA
8h 57m
2 stops
$267United Airlines
Tue, Apr 28 - Tue, May 5
Delta Logo
7:12 am - 2:19 pm
MIA
-
ACK
7h 07m
1 stop
Delta Logo
3:00 pm - 11:24 pm
ACK
-
MIA
8h 24m
1 stop
$297Delta
Sun, May 24 - Sat, May 30

Frontier flights from Florida Keys to Massachusetts

Our best Frontier deals on Florida Keys to Massachusetts flight tickets
Frontier
May 5
MIA5:22 pmMiami
8h 02m
1 stop
BOS1:24 amBoston Logan Intl
May 12
BOS9:18 amBoston Logan Intl
7h 09m
1 stop
MIA4:27 pmMiami
$160
Frontier
May 13
MIA5:22 pmMiami
8h 02m
1 stop
BOS1:24 amBoston Logan Intl
May 20
BOS12:01 pmBoston Logan Intl
10h 46m
1 stop
MIA10:47 pmMiami
$161
Frontier
Apr 30
MIA5:05 amMiami
9h 44m
1 stop
BDL2:49 pmHartford Bradley Intl
May 4
BDL3:50 pmHartford Bradley Intl
24h 37m
1 stop
MIA4:27 pmMiami
$162

Spirit Airlines flights from Florida Keys to Massachusetts

Our best Spirit Airlines deals on Florida Keys to Massachusetts flight tickets
Spirit Airlines
Apr 17
MIA10:00 amMiami
3h 17m
BOS1:17 pmBoston Logan Intl
Apr 21
BOS6:00 pmBoston Logan Intl
3h 29m
MIA9:29 pmMiami
$101
Spirit Airlines
Apr 16
MIA3:49 pmMiami
3h 17m
BOS7:06 pmBoston Logan Intl
Apr 23
BOS6:00 pmBoston Logan Intl
3h 29m
MIA9:29 pmMiami
$102
Spirit Airlines
Apr 17
MIA3:49 pmMiami
3h 17m
BOS7:06 pmBoston Logan Intl
Apr 21
BOS6:00 pmBoston Logan Intl
3h 29m
MIA9:29 pmMiami
$103

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 April 2, 2026.
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

Cheapest round-trip

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 4/17

10:00 am-1:17 pm

Nonstop3h 17m

Boston Logan Intl

Tue 4/21

6:00 pm-9:29 pm

Nonstop3h 29m

$101

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 4/16

3:49 pm-7:06 pm

Nonstop3h 17m

Boston Logan Intl

Thu 4/23

6:00 pm-9:29 pm

Nonstop3h 29m

$102

MiamiHartford

MIA - BDL

MIABDL

Miami

Fri 5/1

5:05 am-4:21 pm

1 stop11h 16m

Hartford Bradley Intl

Sun 5/3

2:58 pm-12:49 am

1 stop9h 51m

$160

MiamiHartford

MIA - BDL

MIABDL

Miami

Thu 4/30

5:05 am-2:49 pm

1 stop9h 44m

Hartford Bradley Intl

Sun 5/3

2:58 pm-12:49 am

1 stop9h 51m

$161
Quickest round-trip

MiamiHartford

MIA - BDL

MIABDL

Miami

Sat 6/6

8:47 pm-11:59 pm

Nonstop3h 12m

Hartford Bradley Intl

Tue 6/9

5:45 am-8:57 am

Nonstop3h 12m

$187

MiamiHartford

MIA - BDL

MIABDL

Miami

Thu 4/30

10:42 am-1:56 pm

Nonstop3h 14m

Hartford Bradley Intl

Sun 5/3

3:06 pm-6:30 pm

Nonstop3h 24m

$188

MiamiAlbany

MIA - ALB

MIAALB

Miami

Wed 5/27

6:35 am-1:33 pm

1 stop6h 58m

Albany Intl

Wed 5/27

6:06 pm-12:47 am

1 stop6h 41m

$217

MiamiAlbany

MIA - ALB

MIAALB

Miami

Tue 4/28

4:18 pm-12:53 am

1 stop8h 35m

Albany Intl

Tue 5/5

6:00 am-2:57 pm

1 stop8h 57m

$262

MiamiAlbany

MIA - ALB

MIAALB

Miami

Tue 4/28

4:18 pm-12:53 am

1 stop8h 35m

Albany Intl

Tue 5/5

6:00 am-2:57 pm

2 stops8h 57m

$267

MiamiNantucket

MIA - ACK

MIAACK

Miami

Sun 5/24

7:12 am-2:19 pm

1 stop7h 07m

Nantucket Memorial

Sat 5/30

3:00 pm-11:24 pm

1 stop8h 24m

$297

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 $167. If you aren’t able to travel to Massachusetts during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $189.

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

According to our data, Wednesday is the cheapest day to fly to Massachusetts from Florida Keys. The lowest ticket price found for a Wednesday departure recently was $292. 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, Monday 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 $838.

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 $332. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $408 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 $215 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 $164 on momondo.

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

There are 2 cabin classes 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

Every day

Airports in Massachusetts

140 airports
The fastest flight from Florida Keys to Massachusetts takes 3h 05m
Direct flights go from Florida Keys to Massachusetts every day.
There are 140 airports in Massachusetts. From Florida Keys there are direct flights to Hartford Bradley Intl (BDL).

Frequently asked questions about flying from Florida Keys to Massachusetts

  • 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
American AirlinesPriceFrom $182Free CancellationRating
7.1
11,549 reviews
Search American Airlines flights
JetBluePriceFrom $251Free CancellationRating
7.2
2,910 reviews
Search JetBlue 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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1 adult
Sat 5/2
Sat 5/9

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