Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Florida Keys to Massachusetts from $42

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 9/6. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Florida Keys to Massachusetts

Cheap round-trip flights

American Airlines Logo
8:51 am - 12:06 pmMIA-BOS
3h 15mnonstop
American Airlines Logo
6:13 pm - 9:50 pmBOS-MIA
3h 37mnonstop
$97American Airlines
Find Deal
Wed, Sep 17 - Wed, Sep 17
Spirit Airlines Logo
9:56 am - 1:23 pmMIA-BOS
3h 27mnonstop
Spirit Airlines Logo
2:18 pm - 5:50 pmBOS-MIA
3h 32mnonstop
$101Spirit Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 14
Spirit Airlines Logo
9:56 am - 1:23 pmMIA-BOS
3h 27mnonstop
Spirit Airlines Logo
2:18 pm - 5:50 pmBOS-MIA
3h 32mnonstop
$106Spirit Airlines
Find Deal
Thu, Sep 11 - Sun, Sep 14
Delta Logo
7:59 pm - 11:26 pmMIA-BOS
3h 27mnonstop
Delta Logo
4:25 pm - 7:59 pmBOS-MIA
3h 34mnonstop
$117Delta
Find Deal
Sat, Oct 4 - Wed, Oct 8
American Airlines Logo
9:40 pm - 12:59 amMIA-BOS
3h 19mnonstop
American Airlines Logo
1:05 pm - 4:38 pmBOS-MIA
3h 33mnonstop
$122American Airlines
Find Deal
Wed, Sep 3 - Mon, Sep 8
Delta Logo
8:25 pm - 11:59 pmMIA-BOS
3h 34mnonstop
Delta Logo
4:55 pm - 11:33 pmBOS-MIA
6h 38m1 stop
$127Delta
Find Deal
Wed, Sep 3 - Wed, Sep 10
Frontier Logo
7:05 am - 10:30 amMIA-BOS
3h 25mnonstop
Frontier Logo
11:25 am - 3:01 pmBOS-MIA
3h 36mnonstop
$136Frontier
Find Deal
Thu, Oct 16 - Thu, Oct 23
Frontier Logo
7:05 am - 10:30 amMIA-BOS
3h 25mnonstop
Frontier Logo
11:25 am - 3:01 pmBOS-MIA
3h 36mnonstop
$151Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
JetBlue Logo
12:40 pm - 4:06 pmEYW-BOS
3h 26mnonstop
JetBlue Logo
8:00 am - 11:55 amBOS-EYW
3h 55mnonstop
$433JetBlue
Find Deal
Thu, Oct 30 - Sun, Nov 2
JetBlue Logo
12:40 pm - 4:06 pmEYW-BOS
3h 26mnonstop
JetBlue Logo
8:00 am - 11:55 amBOS-EYW
3h 55mnonstop
$499JetBlue
Find Deal
Thu, Oct 30 - Mon, Nov 3

American Airlines flights from Florida Keys to Massachusetts

Our best American Airlines deals on Florida Keys to Massachusetts flight tickets
American Airlines
Sep 17
MIA8:51 amMiami
3h 15m
BOS12:06 pmBoston Logan Intl
Sep 17
BOS6:13 pmBoston Logan Intl
3h 37m
MIA9:50 pmMiami
$97
Find similar
American Airlines
Sep 3
MIA9:40 pmMiami
3h 19m
BOS12:59 amBoston Logan Intl
Sep 8
BOS1:05 pmBoston Logan Intl
3h 33m
MIA4:38 pmMiami
$122
Find similar
American Airlines
Sep 5
MIA5:00 pmMiami
3h 14m
BOS8:14 pmBoston Logan Intl
Sep 9
BOS10:00 amBoston Logan Intl
3h 31m
MIA1:31 pmMiami
$128
Find similar

Southwest flights from Florida Keys to Massachusetts

Our best Southwest deals on Florida Keys to Massachusetts flight tickets
Southwest
Sep 6
MIA6:05 amMiami
6h 10m
1 stop
BOS12:15 pmBoston Logan Intl
Sep 7
BOS5:15 amBoston Logan Intl
5h 50m
1 stop
MIA11:05 amMiami
$165
Find similar
Southwest
Sep 4
MIA7:10 amMiami
6h 00m
1 stop
BDL1:10 pmHartford Bradley Intl
Sep 21
BDL6:00 amHartford Bradley Intl
5h 05m
1 stop
MIA11:05 amMiami
$178
Find similar
Southwest
Aug 27
MIA7:10 amMiami
4h 50m
1 stop
ALB12:00 pmAlbany Intl
Sep 3
ALB4:05 pmAlbany Intl
5h 10m
1 stop
MIA9:15 pmMiami
$181
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 August 2, 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

Wed 9/17

8:51 am-12:06 pm

Nonstop3h 15m

Boston Logan Intl

Wed 9/17

6:13 pm-9:50 pm

Nonstop3h 37m

$97

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 9/6

9:56 am-1:23 pm

Nonstop3h 27m

Boston Logan Intl

Sun 9/14

2:18 pm-5:50 pm

Nonstop3h 32m

$101

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 9/11

9:56 am-1:23 pm

Nonstop3h 27m

Boston Logan Intl

Sun 9/14

2:18 pm-5:50 pm

Nonstop3h 32m

$106

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 10/4

7:59 pm-11:26 pm

Nonstop3h 27m

Boston Logan Intl

Wed 10/8

4:25 pm-7:59 pm

Nonstop3h 34m

$117

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 9/3

9:40 pm-12:59 am

Nonstop3h 19m

Boston Logan Intl

Mon 9/8

1:05 pm-4:38 pm

Nonstop3h 33m

$122

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 9/3

8:25 pm-11:59 pm

Nonstop3h 34m

Boston Logan Intl

Wed 9/10

4:55 pm-11:33 pm

1 stop6h 38m

$127

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 10/16

7:05 am-10:30 am

Nonstop3h 25m

Boston Logan Intl

Thu 10/23

11:25 am-3:01 pm

Nonstop3h 36m

$136

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 10/23

7:05 am-10:30 am

Nonstop3h 25m

Boston Logan Intl

Sun 10/26

11:25 am-3:01 pm

Nonstop3h 36m

$151

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 10/30

12:40 pm-4:06 pm

Nonstop3h 26m

Boston Logan Intl

Sun 11/2

8:00 am-11:55 am

Nonstop3h 55m

$433

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 10/30

12:40 pm-4:06 pm

Nonstop3h 26m

Boston Logan Intl

Mon 11/3

8:00 am-11:55 am

Nonstop3h 55m

$499

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $134. 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 $147.

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

According to our data, Saturday is the cheapest day to fly to Massachusetts from Florida Keys. The lowest ticket price found for a Saturday departure recently was $289. 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 $681.

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 $508 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 $184 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 $151 on momondo.

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

There are 1 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

Best Price Found

$42

Fastest flight time

3h 06m

Direct flights

Every day

Airports in Massachusetts

3 airports
The best one-way flight to Massachusetts from Florida Keys in the past 72 hours is $42. The best round-trip flight deal from Florida Keys to Massachusetts found on momondo in the last 72 hours is $97.
The fastest flight from Florida Keys to Massachusetts takes 3h 06m
Direct flights go from Florida Keys to Massachusetts every day.
There are 3 airports near Massachusetts: Boston Logan Intl (BOS), Albany Intl (ALB), 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
8.0
7,983 reviews
Search Delta flights
JetBluePriceFrom $236Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
American AirlinesPriceFrom $241Free 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.

An easier way to manage your Massachusetts 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 8/7
Thu 8/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $48
Flights to Los Angelesfrom $37
Flights to Miamifrom $58
Flights to Chicagofrom $58
Flights to Orlandofrom $51
Flights to Las Vegasfrom $30
Flights to San Franciscofrom $61
Flights to Washington, D.C.from $48
Flights to Bostonfrom $67
Flights to Atlantafrom $39
Flights to Dallasfrom $55
Flights to Seattlefrom $94