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Islamorada

$37+ Cheap flights from Boston (BOS) to Islamorada, FL

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Boston Logan Intl to Islamorada are usually found in September or January, booked 30 days in advance, depart on a Thursday or Monday and return on a Thursday

Cheap flight deals from Boston to Islamorada

Keep the following information in mind while searching for Boston to Islamorada flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$62
(Kiwi.com)

One-way from

$37
(FlightHub)

Popular in

April

Cheapest in

September

Average price

$281
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 Islamorada
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One-way flight from Boston Logan Intl to Islamorada
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Highest demand for flights based on searches. 10% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 Islamorada

Cheapest flights from Boston to Islamorada
Explore the most affordable flight options available from Boston to Islamorada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 3/104:00 pmBOS - MIA
Nonstop3h 40mSpirit Airlines
Sat 3/155:30 amMIA - BOS
Nonstop3h 22mSpirit Airlines
Deal found 2/20$62
This FlightHub deal was found by Cheapflights users on 2/20. 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 3/84:00 pmBOS - MIA
Nonstop3h 40mMultiple Airlines
Thu 3/207:05 amMIA - BOS
Nonstop3h 28mMultiple Airlines
Deal found 2/20$66
This Frontier deal was found by Cheapflights users on 2/20. 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.
Thu 3/611:33 amBOS - MIA
Nonstop3h 42mFrontier
Thu 3/207:05 amMIA - BOS
Nonstop3h 28mFrontier
Deal found 2/20$78
This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 3/104:55 pmBOS - MIA
Nonstop3h 47mDelta
Tue 3/187:20 pmMIA - BOS
Nonstop3h 24mDelta
Deal found 2/20$137
This JetBlue deal was found by Cheapflights users on 2/20. 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.
Mon 3/106:59 pmBOS - MIA
Nonstop3h 35mJetBlue
Wed 3/196:00 amMIA - BOS
Nonstop3h 10mJetBlue
Deal found 2/20$138
This Southwest deal was found by Cheapflights users on 2/20. 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 3/184:30 pmBOS - MIA
1 stop6h 20mSouthwest
Tue 3/257:05 amMIA - BOS
2 stops10h 05mSouthwest
Deal found 2/20$162
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/112:45 pmBOS - MIA
2 stops7h 41mUnited Airlines
Sat 3/87:00 amMIA - BOS
1 stop7h 34mUnited Airlines
Deal found 2/20$191

Find flights from Boston to Islamorada within your budget

Customize your flight search to find flights from Boston to Islamorada 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 20, 2025.

Fly from

Boston

Fly to

Islamorada

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 3/10

4:00 pm-7:40 pm

Nonstop3h 40m

Miami

Wed 3/19

9:45 am-1:11 pm

Nonstop3h 26m

$62

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 3/8

4:00 pm-7:40 pm

Nonstop3h 40m

Miami

Tue 3/11

7:05 am-10:33 am

Nonstop3h 28m

$66

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 3/6

11:33 am-3:15 pm

Nonstop3h 42m

Miami

Thu 3/20

7:05 am-10:33 am

Nonstop3h 28m

$78

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 3/10

4:55 pm-8:42 pm

Nonstop3h 47m

Miami

Tue 3/18

7:20 pm-10:44 pm

Nonstop3h 24m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 3/10

6:59 pm-10:34 pm

Nonstop3h 35m

Miami

Wed 3/19

6:00 am-9:10 am

Nonstop3h 10m

$138

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 3/18

4:30 pm-10:50 pm

1 stop6h 20m

Miami

Tue 3/25

7:05 am-5:10 pm

2 stops10h 05m

$162

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 3/1

12:45 pm-8:26 pm

2 stops7h 41m

Miami

Sat 3/8

7:00 am-2:34 pm

1 stop7h 34m

$191

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 3/3

8:09 pm-11:47 pm

Nonstop3h 38m

$37

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 2/25

11:33 am-3:15 pm

Nonstop3h 42m

$38

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 3/1

5:59 pm-9:59 pm

Nonstop4h 00m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 16 results
1
2

Best time to book a flight from Boston to Islamorada

Have a flexible travel schedule? Discover the best time to fly to Islamorada 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 Islamorada

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

How far ahead should I book a flight from Boston to Islamorada?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Islamorada. Price data was last updated on February 14, 2025.

The price you pay for your flight from Boston to Islamorada may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, September is the cheapest month in which you can book a flight from Boston to Islamorada (average of $231). Flying from Boston to Islamorada in March is currently the most expensive (average of $289). 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 I5L?

Find hourly flight availability from Boston to Islamorada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Islamorada as you normally would.

What is the cheapest day to fly from Boston to Islamorada?

Use this chart to determine the cheapest time to fly round-trip from Boston to Islamorada. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Boston to Islamorada flight should consider departing on Monday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Boston to Islamorada

Explore weekly flight availability from Boston to Islamorada. 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 February 20, 2025.

The most flights from BOS to I5L are scheduled on a Thursday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

Rainfall in Islamorada by month

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

In terms of precipitation, rainfall in Islamorada 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 Islamorada when rainfall is around 1.6 in.

Temperature in Islamorada by month

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

If weather is an important factor for your trip to Islamorada, 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 Islamorada

Get insights into the airlines that provide service to Islamorada. 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 Islamorada. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Boston to Islamorada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Boston to Islamorada. 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 Islamorada?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Islamorada. On average, Logan Intl has 26 outbound flights to Islamorada per day from 7 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Boston to Islamorada flight route?

    Flights from Boston Logan Intl to Islamorada have been viewed 159 times in the past calendar month.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $37. However, be on the lookout for offers from Frontier and American Airlines, as they are both options that can get you from Boston to Islamorada for a low price.

  • What are the most reliable airlines from Boston to Islamorada?

    Consider Envoy Air (100%), Aeromexico (87%) or Japan Airlines (84%) when booking your flight. These represent the most reliable airlines when flying from Boston to Islamorada.

  • What are the cheapest flights from Boston to Islamorada?

    Looking for the cheapest flight from Boston to Islamorada? While on average our users pay $788, our data indicates the cheapest price to be $36. The most popular route (Boston Logan Intl - Miami), is priced around $37.

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

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

  • How can I find direct flights from Boston to Islamorada?

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

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

    Yes. Cheapflights offers flight deals from Boston to Islamorada 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 Islamorada?

    Currently, September is the cheapest month in which you can book a flight from Boston to Islamorada (average of $231). Flying from Boston to Islamorada in March is currently the most expensive (average of $289). 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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Top 7 airlines flying from Boston to Islamorada

Discover the top 7 airlines that operate flights from Boston to Islamorada. 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$36Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$61Average$194FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$88Average$371FlexibilityNo cancel feeOn-time62%
DeltaCheapest$99Average$297FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$143Average$358FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$196Average$371FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$336Average$542FlexibilityNo cancel feeOn-time63%
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