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Florida Keys

$49+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$91
(FlightHub)

One-way from

$49
(eDestinos)

Popular in

April

Cheapest in

September

Average price

$246
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. 2% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This FlightHub deal was found by Cheapflights users on 4/30. 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.
Thu 5/299:46 amBOS - MIA
Nonstop3h 30mSpirit Airlines
Thu 6/52:21 pmMIA - BOS
Nonstop3h 25mSpirit Airlines
Deal found 4/30$91
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Wed 5/286:40 amBOS - MIA
Nonstop3h 36mJetBlue
Wed 6/411:11 amMIA - BOS
Nonstop3h 28mJetBlue
Deal found 4/30$163
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/295:10 amBOS - MIA
Nonstop3h 27mAmerican Airlines
Tue 6/39:04 pmMIA - BOS
Nonstop3h 15mAmerican Airlines
Deal found 4/29$168
This Delta deal was found by Cheapflights users on 4/30. 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.
Fri 5/164:30 pmBOS - MIA
Nonstop3h 34mDelta
Fri 5/237:35 pmMIA - BOS
Nonstop3h 29mDelta
Deal found 4/30$177
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/145:30 amBOS - MIA
2 stops8h 56mUnited Airlines
Wed 5/2110:14 amMIA - BOS
1 stop5h 40mUnited Airlines
Deal found 4/30$198
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 5/216:05 amBOS - MIA
1 stop5h 50mSouthwest
Sat 5/246:05 pmMIA - BOS
1 stop5h 20mSouthwest
Deal found 4/30$232
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2410:45 amBOS - EYW
1 stop8h 04mAmerican Airlines
Tue 6/37:29 pmEYW - BOS
1 stop4h 50mAmerican Airlines
Deal found 4/30$317
This Mytrip deal was found by Cheapflights users on 4/30. 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 6/1210:25 amBOS - EYW
1 stop6h 17mMultiple Airlines
Sat 6/143:53 pmEYW - BOS
2 stops17h 32mMultiple Airlines
Deal found 4/30$319
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/319:35 amBOS - EYW
2 stops22h 25mUnited Airlines
Mon 6/26:45 pmEYW - BOS
2 stops24h 35mUnited Airlines
Deal found 4/30$334
This Delta deal was found by Cheapflights users on 4/30. 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 5/712:00 pmBOS - EYW
1 stop8h 07mDelta
Wed 5/147:00 amEYW - BOS
1 stop8h 14mDelta
Deal found 4/30$370
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Wed 10/158:15 amBOS - EYW
Nonstop3h 35mJetBlue
Sun 10/192:45 pmEYW - BOS
1 stop6h 35mJetBlue
Deal found 4/30$389

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 May 1, 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

Thu 5/29

9:46 am-1:16 pm

Nonstop3h 30m

Miami

Thu 6/5

2:21 pm-5:46 pm

Nonstop3h 25m

$91

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 5/28

6:40 am-10:16 am

Nonstop3h 36m

Miami

Wed 6/4

11:11 am-2:39 pm

Nonstop3h 28m

$163

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 5/29

5:10 am-8:37 am

Nonstop3h 27m

Miami

Tue 6/3

9:04 pm-12:19 am

Nonstop3h 15m

$168

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 5/16

4:30 pm-8:04 pm

Nonstop3h 34m

Miami

Fri 5/23

7:35 pm-11:04 pm

Nonstop3h 29m

$177

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 5/14

5:30 am-2:26 pm

2 stops8h 56m

Miami

Wed 5/21

10:14 am-3:54 pm

1 stop5h 40m

$198

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 5/21

6:05 am-11:55 am

1 stop5h 50m

Miami

Sat 5/24

6:05 pm-11:25 pm

1 stop5h 20m

$232

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 5/24

10:45 am-6:49 pm

1 stop8h 04m

Key West

Tue 6/3

7:29 pm-12:19 am

1 stop4h 50m

$317

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 6/12

10:25 am-4:42 pm

1 stop6h 17m

Key West

Sat 6/14

3:53 pm-9:25 am

2 stops17h 32m

$319

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 5/31

9:35 am-8:00 am

2 stops22h 25m

Key West

Mon 6/2

6:45 pm-7:20 pm

2 stops24h 35m

$334

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 5/7

12:00 pm-8:07 pm

1 stop8h 07m

Key West

Wed 5/14

7:00 am-3:14 pm

1 stop8h 14m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 26 results
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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.

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 $492). 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 May 1, 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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta 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.
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $49. JetBlue flights start at $90 while deals on Southwest start at $95 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 (80%), TAP AIR PORTUGAL (70%), American Airlines( 59%).

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

    On average you can expect to pay $414 for a flight from Boston to Florida Keys. The cheapest flight overall is $148 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $92.

  • 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 $492). 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

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Alternative routes for Boston to Florida Keys

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$100FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$378FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$211Average$536FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$362FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$259Average$404FlexibilityNo cancel feeOn-time71%

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