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Florida Keys

$37+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Feb 11 — Feb 181
Tue 2/11
Tue 2/18
1 adult, Economy
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Cheap flight deals from Boston to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Florida Keys (zzEOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 6, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$63
(Cheapflightsfares)

One-way from

$37
(FlightHub)

Popular in

April

Cheapest in

September

Average price

$273
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
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From Boston Logan Intl to Florida Keys
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One-way flight from Boston Logan Intl to Florida Keys
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Highest demand for flights based on searches. 12% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 6, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/5. 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.
Mon 2/248:09 pmBOS - MIA
Nonstop3h 38mMultiple Airlines
Thu 2/277:05 amMIA - BOS
Nonstop3h 28mMultiple Airlines
Deal found 2/5$63
This Booking.com deal was found by Cheapflights users on 2/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/206:05 amBOS - MIA
1 stop14h 16mSpirit Airlines
Wed 2/2610:32 amMIA - BOS
Nonstop3h 18mSpirit Airlines
Deal found 2/5$64
This Cheapflightsfares deal was found by Cheapflights users on 2/6. 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.
Thu 3/1311:33 amBOS - MIA
Nonstop3h 42mFrontier
Sun 3/166:55 amMIA - BOS
Nonstop3h 34mFrontier
Deal found 2/6$78
This Delta deal was found by Cheapflights users on 2/5. 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.
Wed 2/194:40 pmBOS - MIA
Nonstop3h 51mDelta
Wed 2/2611:50 amMIA - BOS
Nonstop3h 27mDelta
Deal found 2/5$127
This JetBlue deal was found by Cheapflights users on 2/5. 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 2/2510:40 amBOS - MIA
1 stop7h 42mJetBlue
Tue 3/46:00 amMIA - BOS
Nonstop3h 10mJetBlue
Deal found 2/5$162
This Mytrip deal was found by Cheapflights users on 2/4. 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 2/125:07 pmBOS - EYW
1 stop16h 20mMultiple Airlines
Mon 2/175:12 pmEYW - BOS
2 stops22h 34mMultiple Airlines
Deal found 2/4$305
This JetBlue deal was found by Cheapflights users on 2/4. 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 11/27:30 amBOS - EYW
Nonstop3h 52mJetBlue
Fri 11/712:07 pmEYW - BOS
Nonstop3h 31mJetBlue
Deal found 2/4$307
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 3/192:00 pmBOS - EYW
1 stop6h 30mDelta
Tue 3/257:00 amEYW - BOS
1 stop6h 49mDelta
Deal found 2/6$322
This United Airlines deal was found by Cheapflights users on 2/4. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/106:00 amBOS - EYW
1 stop6h 55mUnited Airlines
Wed 3/1912:45 pmEYW - BOS
1 stop6h 22mUnited Airlines
Deal found 2/4$324
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Sat 2/89:00 amBOS - EYW
Nonstop4h 07mAmerican Airlines
Sat 2/1511:20 amEYW - BOS
1 stop10h 33mAmerican Airlines
Deal found 2/5$333

Find flights from Boston to Florida Keys within your budget

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 February 6, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 2/24

6:00 am-9:37 am

Nonstop3h 37m

Miami

Tue 3/18

5:30 am-8:52 am

Nonstop3h 22m

$63

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 3/12

5:00 pm-8:40 pm

Nonstop3h 40m

Miami

Tue 3/18

7:05 am-10:33 am

Nonstop3h 28m

$65

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 2/23

11:23 am-3:05 pm

Nonstop3h 42m

Miami

Tue 3/4

7:05 am-10:33 am

Nonstop3h 28m

$69

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 2/19

4:40 pm-8:31 pm

Nonstop3h 51m

Miami

Wed 2/26

11:50 am-3:17 pm

Nonstop3h 27m

$127

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 2/26

12:58 pm-6:22 pm

1 stop5h 24m

Miami

Tue 3/4

6:00 am-9:10 am

Nonstop3h 10m

$162

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 3/2

11:45 am-8:11 pm

1 stop8h 26m

Key West

Tue 3/4

6:14 pm-12:58 am

1 stop6h 44m

$307

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 3/16

1:56 pm-9:02 am

2 stops19h 06m

Key West

Sun 3/23

5:38 pm-4:45 pm

2 stops23h 07m

$308

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 3/25

8:00 am-11:56 am

Nonstop3h 56m

Key West

Fri 3/28

12:43 pm-4:19 pm

Nonstop3h 36m

$312

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 2/23

7:00 am-3:23 pm

1 stop8h 23m

Key West

Thu 2/27

8:02 am-3:19 pm

1 stop7h 17m

$317

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 3/10

6:00 am-12:55 pm

1 stop6h 55m

Key West

Wed 3/19

12:45 pm-7:07 pm

1 stop6h 22m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 22 results
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2
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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.

Travel insights for flights from Boston to Florida Keys

Get recent, data-driven insights about flights from Boston to Florida Keys including ideal travel times, pricing trends, and more.

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 $520). 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 February 6, 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.

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 February 6, 2025.
See what other customers who have flown with Southwest, Delta and JetBlue 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
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,553 reviews
Southwest
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,388 reviews
Southwest
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,131 reviews
Southwest
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,879 reviews
Southwest
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,553 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $37. Frontier flights start at $44 while deals on Delta start at $64 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 (57%), TAP AIR PORTUGAL (50%), American Airlines( 42%).

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

    On average you can expect to pay $377 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 $39.

  • 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 $520). 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.

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Alternative routes for Boston to Florida Keys

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Top 4 airlines flying from Boston to Florida Keys

Discover the top 4 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 February 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$211Average$561FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$349FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$236Average$383FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$250Average$399FlexibilityNo cancel feeOn-time71%
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