HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Florida Keys

$43+ Cheap flights from Boston (BOS) to Florida Keys

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Boston to Florida Keys with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Boston to Florida Keys

Keep the following information in mind while searching for Boston to Florida Keys flight deals. Data was last updated April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$78
(eDestinos)

One-way from

$43
(Expedia)

Popular in

April

Cheapest in

September

Average price

$297
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
Search Deals
From Boston Logan Intl to Florida Keys
Search Deals
One-way flight from Boston Logan Intl to Florida Keys
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Boston to Florida Keys

Cheapest flights from Boston to Florida Keys
Explore the most affordable flight options available from Boston to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/255:50 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Wed 4/309:20 pmMIA - BOS
Nonstop3h 25mSpirit Airlines
Deal found 4/1$83
This Cheapflightsfares deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1511:45 amBOS - MIA
Nonstop3h 44mFrontier
Sat 4/196:35 amMIA - BOS
Nonstop3h 37mFrontier
Deal found 4/1$85
This FlightHub deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1511:45 amBOS - MIA
Nonstop3h 44mMultiple Airlines
Tue 4/159:20 pmMIA - BOS
Nonstop3h 25mMultiple Airlines
Deal found 4/1$91
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/245:15 amBOS - MIA
Nonstop3h 32mAmerican Airlines
Wed 4/307:05 amMIA - BOS
Nonstop3h 18mAmerican Airlines
Deal found 4/1$160
This JetBlue deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/66:40 amBOS - MIA
Nonstop3h 36mJetBlue
Tue 5/136:00 amMIA - BOS
Nonstop3h 25mJetBlue
Deal found 3/31$167
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:00 amBOS - MIA
1 stop9h 20mSouthwest
Tue 7/85:10 pmMIA - BOS
1 stop6h 00mSouthwest
Deal found 4/1$182
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/287:00 amBOS - MIA
Nonstop3h 43mDelta
Fri 11/77:55 pmMIA - BOS
Nonstop3h 29mDelta
Deal found 4/1$197
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/283:49 pmBOS - EYW
2 stops23h 27mMultiple Airlines
Sat 5/313:52 pmEYW - BOS
2 stops16h 20mMultiple Airlines
Deal found 4/1$328
This Mytrip deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2910:30 amBOS - EYW
1 stop6h 27mAllegiant Air
Sun 6/18:53 amEYW - BOS
2 stops23h 17mAllegiant Air
Deal found 3/31$335
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/288:17 amBOS - EYW
1 stop7h 01mAmerican Airlines
Thu 5/110:15 amEYW - BOS
1 stop5h 53mAmerican Airlines
Deal found 4/1$337
This United deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/289:45 amBOS - EYW
2 stops32h 20mUnited Airlines
Thu 5/18:45 amEYW - BOS
2 stops15h 14mUnited Airlines
Deal found 4/1$372
This JetBlue deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/16:10 amBOS - EYW
1 stop6h 05mJetBlue
Sat 6/76:45 pmEYW - BOS
1 stop5h 05mJetBlue
Deal found 3/31$383

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Florida Keys 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, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
Use the filters below to find and compare flights from Boston to Florida Keys that are best for you.

Fly from

Boston

Fly to

Florida Keys

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 4/15

10:50 am-2:22 pm

Nonstop3h 32m

Miami

Fri 4/18

9:20 pm-12:45 am

Nonstop3h 25m

$78

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 4/15

11:45 am-3:29 pm

Nonstop3h 44m

Miami

Sat 4/19

6:35 am-10:12 am

Nonstop3h 37m

$85

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 4/5

11:12 am-2:56 pm

Nonstop3h 44m

Miami

Mon 4/14

9:20 pm-12:45 am

Nonstop3h 25m

$91

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 5/24

5:34 pm-9:06 pm

Nonstop3h 32m

Miami

Sat 5/31

6:43 am-9:55 am

Nonstop3h 12m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 5/12

7:05 am-10:33 am

Nonstop3h 28m

Miami

Fri 5/16

7:35 pm-11:04 pm

Nonstop3h 29m

$159

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 5/6

6:40 am-10:16 am

Nonstop3h 36m

Miami

Fri 5/9

6:00 am-9:25 am

Nonstop3h 25m

$167

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 5/28

3:49 pm-3:16 pm

2 stops23h 27m

Key West

Sat 5/31

3:52 pm-8:12 am

2 stops16h 20m

$328

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 5/29

10:30 am-4:57 pm

1 stop6h 27m

Key West

Sun 6/1

8:53 am-8:10 am

2 stops23h 17m

$335

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/28

6:59 am-1:58 pm

1 stop6h 59m

Key West

Wed 5/7

5:23 pm-10:51 pm

1 stop5h 28m

$337

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/28

9:45 am-6:05 pm

2 stops32h 20m

Key West

Thu 5/1

8:45 am-11:59 pm

2 stops15h 14m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 25 results
1
2
3

Best time to book a flight from Boston to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Florida Keys

What is the cheapest month to book a flight from Boston to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $328). Flying from Boston to Florida Keys in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to EOA?

Find hourly flight availability from Boston to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2025.

When flying from Boston to Florida Keys, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Boston to Florida Keys

Explore weekly flight availability from Boston to Florida Keys. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 2, 2025.

The most flights from BOS to zzEOA are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated April 2, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Boston to Florida Keys have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,898 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,615 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Entertainment

7.6

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Boston to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Florida Keys?

    If you book a flight to Florida Keys from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

  • What are the cheapest airlines to fly from Boston to Florida Keys one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $43. Frontier flights start at $48 while deals on JetBlue start at $80 one-way.

  • What are the most reliable airlines from Boston to Florida Keys?

    Before booking your flight to Florida Keys from Boston, check out the most reliable airlines to get you to your destination on time: JetBlue (63%), American Airlines (54%), Republic Airways( 54%).

  • What are the cheapest flights from Boston to Florida Keys?

    On average you can expect to pay $405 for a flight from Boston to Florida Keys. The cheapest flight overall is $138 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $82.

  • Can I find deals for flights from Boston to Florida Keys that include hotel bookings?

    Yes. In addition to deals on Boston to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Florida Keys?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Florida Keys.

  • Can I find deals for business class flights from Boston to Florida Keys?

    Yes. Cheapflights offers flight deals from Boston to Florida Keys by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $328). Flying from Boston to Florida Keys in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Miami flights
Boston to Orlando flights
Boston to Fort Lauderdale flights
Boston to Tampa flights
Boston to West Palm Beach flights
Hartford to Orlando flights
Boston to Fort Myers flights
Hartford to Tampa flights
Boston to Jacksonville flights
Hartford to Fort Lauderdale flights
Hartford to Miami flights
Boston to Sarasota flights
Boston to Key West flights
Albany to Orlando flights
Hartford to West Palm Beach flights
Hartford to Fort Myers flights
Boston to Pensacola flights
Albany to Fort Lauderdale flights
Boston to St Petersburg flights
Boston to Orlando Sanford Intl flights
Albany to Tampa flights
Worcester to Orlando flights
Boston to Melbourne flights
Hartford to Sarasota flights
Boston to Panama City flights
Worcester to Fort Lauderdale flights
Hartford to St Petersburg flights
Albany to Miami flights
Boston to Daytona Beach flights
Hartford to Key West flights
Hartford to Jacksonville flights
Boston to Valparaiso flights
Hartford to Pensacola flights
Albany to Fort Myers flights
Hartford to Daytona Beach flights
Boston to Gainesville flights
Albany to West Palm Beach flights
Albany to Jacksonville flights
Albany to Pensacola flights
Hartford to Panama City flights
Worcester to Miami flights
Albany to Key West flights
Albany to Valparaiso flights
Albany to Sarasota flights
Worcester to Fort Myers flights
Worcester to Tampa flights
Hartford to Valparaiso flights
Albany to Daytona Beach flights
Albany to St Petersburg flights
Boston to Tallahassee flights

Top 5 airlines flying from Boston to Florida Keys

Discover the top 5 airlines that operate flights from Boston to Florida Keys. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$210Average$538FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$353FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$226Average$382FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$405FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.