Boston

$52+ Cheap flights from Florida Keys to Boston (BOS)

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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Apr 6 — Apr 131
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Cheap flight deals from Florida Keys to Boston

Keep the following information in mind while searching for Florida Keys to Boston flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$82
(Booking.com)

One-way from

$52
(Booking.com)

Popular in

April

Cheapest in

September

Average price

$580
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
From Florida Keys to Boston Logan Intl
One-way flight from Florida Keys to Boston Logan Intl
Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find flight deals from Florida Keys to Boston

Cheapest flights from Florida Keys to Boston
Explore the most affordable flight options available from Florida Keys to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/129:20 pmMIA - BOS
Nonstop3h 25mSpirit Airlines
Tue 4/1510:50 amBOS - MIA
Nonstop3h 32mSpirit Airlines
Deal found 3/31$82
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/129:20 pmMIA - BOS
Nonstop3h 25mMultiple Airlines
Sun 4/1310:42 amBOS - MIA
Nonstop3h 40mMultiple Airlines
Deal found 3/31$89
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/56:35 amMIA - BOS
Nonstop3h 37mFrontier
Sun 4/1310:42 amBOS - MIA
Nonstop3h 40mFrontier
Deal found 3/31$98
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Wed 5/1412:34 pmMIA - BOS
Nonstop3h 28mAmerican Airlines
Sat 5/173:00 pmBOS - MIA
Nonstop3h 35mAmerican Airlines
Deal found 3/30$158
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:20 pmMIA - BOS
Nonstop3h 25mDelta
Sun 5/47:10 amBOS - MIA
Nonstop3h 33mDelta
Deal found 3/31$159
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.
Fri 5/306:00 amMIA - BOS
Nonstop3h 25mJetBlue
Wed 6/46:40 amBOS - MIA
Nonstop3h 36mJetBlue
Deal found 3/31$167
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:10 pmMIA - BOS
1 stop5h 05mSouthwest
Tue 5/135:35 amBOS - MIA
1 stop6h 45mSouthwest
Deal found 3/31$177
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 4/104:24 pmEYW - BOS
1 stop16h 12mMultiple Airlines
Mon 4/1411:32 amBOS - EYW
2 stops26h 12mMultiple Airlines
Deal found 3/31$295
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 4/104:24 pmEYW - BOS
1 stop16h 12mAllegiant Air
Mon 4/149:26 amBOS - EYW
1 stop28h 18mAllegiant Air
Deal found 3/31$312
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/103:06 pmEYW - BOS
1 stop6h 18mAmerican Airlines
Mon 4/147:56 amBOS - EYW
1 stop8h 44mAmerican Airlines
Deal found 3/31$350
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/244:04 pmEYW - BOS
1 stop8h 54mUnited Airlines
Mon 4/289:45 amBOS - EYW
2 stops32h 20mUnited Airlines
Deal found 3/31$395
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.
Thu 4/102:45 pmEYW - BOS
1 stop6h 29mJetBlue
Mon 4/148:20 amBOS - EYW
Nonstop3h 49mJetBlue
Deal found 3/31$443

Cheapflights Fare Finder

Customize your flight search to find flights from Florida Keys to Boston 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 1, 2025.
Use the filters below to find and compare flights from Florida Keys to Boston that are best for you.

Fly from

Florida Keys

Fly to

Boston

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 4/12

9:20 pm-12:45 am

Nonstop3h 25m

Boston Logan Intl

Tue 4/15

10:50 am-2:22 pm

Nonstop3h 32m

$82

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 4/12

6:35 am-10:12 am

Nonstop3h 37m

Boston Logan Intl

Sun 4/13

10:42 am-2:22 pm

Nonstop3h 40m

$85

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 4/12

9:20 pm-12:45 am

Nonstop3h 25m

Boston Logan Intl

Sun 4/13

10:42 am-2:22 pm

Nonstop3h 40m

$89

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 5/14

10:30 am-2:09 pm

Nonstop3h 39m

Boston Logan Intl

Sun 5/18

5:10 am-8:37 am

Nonstop3h 27m

$158

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 5/1

7:20 pm-10:45 pm

Nonstop3h 25m

Boston Logan Intl

Sun 5/4

7:10 am-10:43 am

Nonstop3h 33m

$159

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 5/30

6:00 am-9:25 am

Nonstop3h 25m

Boston Logan Intl

Wed 6/4

6:40 am-10:16 am

Nonstop3h 36m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 5/9

6:10 pm-11:15 pm

1 stop5h 05m

Boston Logan Intl

Tue 5/13

5:35 am-12:20 pm

1 stop6h 45m

$177

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 4/15

2:34 pm-9:59 pm

2 stops31h 25m

Boston Logan Intl

Sat 4/19

8:56 am-8:13 am

2 stops23h 17m

$375

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/24

4:04 pm-12:58 am

1 stop8h 54m

Boston Logan Intl

Mon 4/28

9:45 am-6:05 pm

2 stops32h 20m

$395

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 4/15

1:35 pm-8:26 pm

1 stop6h 51m

Boston Logan Intl

Sat 4/19

1:45 pm-8:30 pm

1 stop6h 45m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 27 results
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2
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Best time to book a flight from Florida Keys to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Florida Keys 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 Florida Keys to Boston

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

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $218). Flying from Florida Keys to Boston in July is currently the most expensive (average of $311). 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 EOA to BOS?

Find hourly flight availability from Florida Keys to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

When flying from Florida Keys to Boston, 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 Florida Keys to Boston

Explore weekly flight availability from Florida Keys to Boston. 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 1, 2025.

The most flights from zzEOA to BOS are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated April 1, 2025.
To help decide which airline to fly from Florida Keys to Boston, see what other customers have to say about Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
8.0
Very good

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Food

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Boston. 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 into for flights to Boston from Florida Keys?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Florida Keys to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $52. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Florida Keys to Boston for a low price.

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

    Before booking your flight to Boston from Florida Keys, check out the most reliable airlines to get you to your destination on time: American Airlines (65%), Republic Airways (65%), TAP AIR PORTUGAL( 64%).

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

    Looking for the cheapest flight from Florida Keys to Boston? While on average our users pay $683, our data indicates the cheapest price to be $277. The most popular route (Miami - Boston Logan Intl), is priced around $78.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida Keys to Boston 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 Florida Keys to Boston?

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $218). Flying from Florida Keys to Boston in July is currently the most expensive (average of $311). 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

Traveling to a place near Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Warwick
Marlborough
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Florida Keys to Boston

Discover the top 3 airlines that operate flights from Florida Keys to Boston. 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$512FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$327FlexibilityNo cancel feeOn-time71%

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