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$76+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
1 adult, Economy
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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 June 18, 2025.

Round-trip from

$112
(JetBlue)

One-way from

$76
(Southwest)

Popular in

December

Cheapest in

September

Average price

$373
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. 16% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This JetBlue deal was found by Cheapflights users on 6/16. 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 9/232:22 pmMIA - BOS
Nonstop3h 23mJetBlue
Tue 9/3010:03 amBOS - MIA
Nonstop3h 23mJetBlue
Deal found 6/16$112
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1610:15 amMIA - BOS
Nonstop3h 26mSpirit Airlines
Sun 8/172:36 pmBOS - MIA
Nonstop3h 46mSpirit Airlines
Deal found 6/16$115
This Delta deal was found by Cheapflights users on 6/15. 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.
Sat 10/117:55 pmMIA - BOS
Nonstop3h 29mDelta
Tue 10/147:00 amBOS - MIA
Nonstop3h 43mDelta
Deal found 6/15$117
This American Airlines deal was found by Cheapflights users on 6/17. 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 8/29:40 pmMIA - BOS
Nonstop3h 19mAmerican Airlines
Tue 10/216:35 amBOS - MIA
Nonstop3h 41mAmerican Airlines
Deal found 6/17$132
This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 10/97:05 amMIA - BOS
Nonstop3h 25mFrontier
Sun 10/1211:25 amBOS - MIA
Nonstop3h 36mFrontier
Deal found 6/17$148
This Southwest deal was found by Cheapflights users on 6/17. 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 9/237:45 amMIA - BOS
1 stop6h 00mSouthwest
Tue 9/302:50 pmBOS - MIA
1 stop6h 25mSouthwest
Deal found 6/17$151
This FlightHub deal was found by Cheapflights users on 6/17. 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 8/2310:15 amMIA - BOS
Nonstop3h 26mMultiple Airlines
Fri 8/2910:30 amBOS - MIA
1 stop12h 56mMultiple Airlines
Deal found 6/17$161
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Tue 9/2312:00 pmEYW - BOS
1 stop8h 25mAmerican Airlines
Tue 10/75:43 amBOS - EYW
1 stop7h 17mAmerican Airlines
Deal found 6/18$257
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 8/156:20 amMIA - BOS
1 stop7h 20mUnited Airlines
Sun 8/245:30 amBOS - MIA
1 stop5h 50mUnited Airlines
Deal found 6/17$266
This Delta deal was found by Cheapflights users on 6/18. 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 8/296:20 pmEYW - BOS
1 stop7h 00mDelta
Wed 9/37:00 amBOS - EYW
1 stop6h 05mDelta
Deal found 6/18$287
This United Airlines deal was found by Cheapflights users on 6/16. 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 7/12:12 pmEYW - BOS
2 stops9h 47mUnited Airlines
Sat 7/56:05 amBOS - EYW
1 stop7h 07mUnited Airlines
Deal found 6/16$326
This Mytrip deal was found by Cheapflights users on 6/17. 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 9/412:29 pmEYW - BOS
2 stops12h 10mMultiple Airlines
Sat 9/136:00 amBOS - EYW
3 stops28h 19mMultiple Airlines
Deal found 6/17$401

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 June 18, 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 8/16

10:15 am-1:41 pm

Nonstop3h 26m

Boston Logan Intl

Sun 8/17

2:36 pm-6:22 pm

Nonstop3h 46m

$115

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 9/4

2:22 pm-5:45 pm

Nonstop3h 23m

Boston Logan Intl

Mon 9/8

10:03 am-1:26 pm

Nonstop3h 23m

$117

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 8/2

9:40 pm-12:59 am

Nonstop3h 19m

Boston Logan Intl

Tue 10/21

6:35 am-10:16 am

Nonstop3h 41m

$132

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 7/31

8:20 pm-11:54 pm

Nonstop3h 34m

Boston Logan Intl

Mon 10/20

3:50 pm-7:31 pm

Nonstop3h 41m

$138

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 9/3

7:45 am-1:45 pm

1 stop6h 00m

Boston Logan Intl

Sat 9/6

2:55 pm-8:35 pm

1 stop5h 40m

$151

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 8/23

10:15 am-1:41 pm

Nonstop3h 26m

Boston Logan Intl

Fri 8/29

10:30 am-11:26 pm

1 stop12h 56m

$161

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

12:00 pm-8:25 pm

1 stop8h 25m

Boston Logan Intl

Tue 10/7

5:43 am-1:00 pm

1 stop7h 17m

$257

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 8/15

6:20 am-1:40 pm

1 stop7h 20m

Boston Logan Intl

Sun 8/24

5:30 am-11:20 am

1 stop5h 50m

$266

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 8/29

6:20 pm-1:20 am

1 stop7h 00m

Boston Logan Intl

Wed 9/3

7:00 am-1:05 pm

1 stop6h 05m

$287

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 7/1

2:12 pm-11:59 pm

2 stops9h 47m

Boston Logan Intl

Sat 7/5

6:05 am-1:12 pm

1 stop7h 07m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 24 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.

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 June is currently the most expensive (average of $306). 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 June 18, 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 June 18, 2025.
To help decide which airline to fly from Florida Keys to Boston, see what other customers have to say about Southwest, Delta and United Airlines. 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
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,809 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,923 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
722 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 Southwest, with whom users have recently found tickets for as low as $76. However, be on the lookout for offers from Delta and Spirit 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: JetBlue (79%), TAP AIR PORTUGAL (79%), Qatar Airways( 39%).

  • 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 $218, our data indicates the cheapest price to be $158. The most popular route (Miami - Boston Logan Intl), is priced around $97.

  • 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln

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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$520FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$337FlexibilityNo cancel feeOn-time71%

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