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$41+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Feb 15 — Feb 221
Sat 2/15
Sat 2/22
1 adult, Economy
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Cheap flight deals from Florida Keys to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Florida Keys (zzEOA) to Boston (BOS). 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 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$51
(Frontier)

One-way from

$41
(FlightHub)

Popular in

April

Cheapest in

September

Average price

$437
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
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From Florida Keys to Boston Logan Intl
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One-way flight from Florida Keys to Boston Logan Intl
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Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($21 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 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 February 10, 2025.

This Frontier deal was found by Cheapflights users on 2/10. 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.
Tue 3/47:05 amMIA - BOS
Nonstop3h 28mFrontier
Tue 3/1811:33 amBOS - MIA
Nonstop3h 42mFrontier
Deal found 2/10$51
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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.
Wed 3/58:35 pmMIA - BOS
Nonstop3h 24mSpirit Airlines
Mon 3/109:47 amBOS - MIA
Nonstop3h 41mSpirit Airlines
Deal found 2/9$56
This FlightHub deal was found by Cheapflights users on 2/9. 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 3/87:00 amMIA - BOS
Nonstop3h 28mMultiple Airlines
Sat 3/84:00 pmBOS - MIA
Nonstop3h 40mMultiple Airlines
Deal found 2/9$60
This JetBlue deal was found by Cheapflights users on 2/9. 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 3/66:00 amMIA - BOS
Nonstop3h 10mJetBlue
Sun 3/96:59 pmBOS - MIA
Nonstop3h 35mJetBlue
Deal found 2/9$176
This Delta deal was found by Cheapflights users on 2/10. 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 3/287:20 pmMIA - BOS
Nonstop3h 24mDelta
Mon 3/317:05 amBOS - MIA
Nonstop3h 41mDelta
Deal found 2/10$177
This American Airlines deal was found by Cheapflights users on 2/10. 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 6/71:40 pmMIA - BOS
Nonstop3h 24mAmerican Airlines
Mon 6/164:45 pmBOS - MIA
Nonstop3h 35mAmerican Airlines
Deal found 2/10$181
This Southwest deal was found by Cheapflights users on 2/9. 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 3/47:30 amMIA - BOS
1 stop5h 05mSouthwest
Tue 3/116:20 amBOS - MIA
1 stop5h 15mSouthwest
Deal found 2/9$197
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 3/46:15 amMIA - BOS
1 stop5h 50mUnited Airlines
Tue 3/115:30 amBOS - MIA
2 stops9h 32mUnited Airlines
Deal found 2/10$202
This Trip.com deal was found by Cheapflights users on 2/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1810:00 amEYW - BOS
1 stop14h 31mMultiple Airlines
Wed 3/196:00 amBOS - EYW
1 stop11h 15mMultiple Airlines
Deal found 2/9$248
This Delta deal was found by Cheapflights users on 2/9. 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 4/96:10 pmEYW - BOS
1 stop6h 57mDelta
Tue 4/1512:55 pmBOS - EYW
1 stop7h 35mDelta
Deal found 2/9$297
This American Airlines deal was found by Cheapflights users on 2/9. 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 2/246:03 pmEYW - BOS
1 stop5h 36mAmerican Airlines
Mon 3/38:00 amBOS - EYW
1 stop6h 01mAmerican Airlines
Deal found 2/9$317
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Tue 3/1810:55 amEYW - BOS
2 stops12h 55mUnited Airlines
Wed 3/195:30 amBOS - EYW
1 stop6h 11mUnited Airlines
Deal found 2/9$384

Find flights from Florida Keys to Boston within your budget

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 February 10, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 3/4

7:05 am-10:33 am

Nonstop3h 28m

Boston Logan Intl

Tue 3/18

11:33 am-3:15 pm

Nonstop3h 42m

$50

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 3/4

7:05 am-10:33 am

Nonstop3h 28m

Boston Logan Intl

Sat 3/8

4:00 pm-7:40 pm

Nonstop3h 40m

$53

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 3/11

5:30 am-8:52 am

Nonstop3h 22m

Boston Logan Intl

Wed 3/12

5:00 pm-8:40 pm

Nonstop3h 40m

$56

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 5/22

6:43 am-9:55 am

Nonstop3h 12m

Boston Logan Intl

Sun 5/25

3:00 pm-6:30 pm

Nonstop3h 30m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 2/26

6:00 am-9:10 am

Nonstop3h 10m

Boston Logan Intl

Tue 3/4

6:59 pm-10:34 pm

Nonstop3h 35m

$178

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 2/27

11:50 am-3:15 pm

Nonstop3h 25m

Boston Logan Intl

Mon 3/3

4:40 pm-8:31 pm

Nonstop3h 51m

$193

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 3/4

12:20 pm-5:28 pm

1 stop5h 08m

Boston Logan Intl

Tue 3/11

5:30 am-3:02 pm

2 stops9h 32m

$202

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/18

10:00 am-12:31 am

1 stop14h 31m

Boston Logan Intl

Wed 3/19

6:00 am-5:15 pm

1 stop11h 15m

$248

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/9

6:10 pm-1:07 am

1 stop6h 57m

Boston Logan Intl

Tue 4/15

12:55 pm-8:30 pm

1 stop7h 35m

$297

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 2/24

6:03 pm-11:39 pm

1 stop5h 36m

Boston Logan Intl

Mon 3/3

8:00 am-2:01 pm

1 stop6h 01m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 27 results
1
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.

Travel insights for flights from Florida Keys to Boston

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

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 February 10, 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.

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 February 10, 2025.
To help decide which airline to fly from Florida Keys to Boston, see what other customers have to say about Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Southwest
8.1
Very good
4,496 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Alaska Airlines
8.0
Very good
9,691 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Delta
8.0
Very good
8,351 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

JetBlue
7.4
Good
3,117 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

United Airlines
7.4
Good
8,846 reviews
Southwest
8.1
Very good
4,496 reviews

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

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 $41. However, be on the lookout for offers from Frontier and American Airlines, 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: Qatar Airways (71%), American Airlines (68%), Republic Airways( 68%).

  • 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 $461, our data indicates the cheapest price to be $138. The most popular route (Miami - Boston Logan Intl), is priced around $50.

  • 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
Sturbridge
Marlborough
Waltham
Brockton
Cambridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
Watertown
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

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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.
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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 February 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$579FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$325FlexibilityNo cancel feeOn-time71%
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