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Islamorada

$52+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
may. 4 — may. 111
dom. 5/4
dom. 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Islamorada are usually found in September or January, booked 46 days in advance, depart on a Thursday or Tuesday 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 abril 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$84
(eDestinos)

One-way from

$52
(Cheapflightsfares)

Popular in

April

Cheapest in

September

Average price

$288
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. 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 April 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 abril 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
dom. 5/259:46 amBOS - MIA
Nonstop3h 30mSpirit Airlines
jue. 5/292:21 pmMIA - BOS
Nonstop3h 25mSpirit Airlines
Deal found 4/28$92
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/46:40 amBOS - MIA
Nonstop3h 36mJetBlue
mar. 6/1011:11 amMIA - BOS
Nonstop3h 28mJetBlue
Deal found 4/29$159
This American Airlines deal was found by Cheapflights users on 4/28. 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.
dom. 6/87:21 amBOS - MIA
Nonstop3h 34mAmerican Airlines
mar. 6/178:45 amMIA - BOS
Nonstop3h 27mAmerican Airlines
Deal found 4/28$165
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/287:05 amBOS - MIA
Nonstop3h 28mDelta
sáb. 5/3111:28 amMIA - BOS
Nonstop3h 27mDelta
Deal found 4/29$172
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
vie. 5/912:52 pmBOS - MIA
1 stop8h 55mMultiple Airlines
jue. 5/292:21 pmMIA - BOS
Nonstop3h 25mMultiple Airlines
Deal found 4/28$191
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/116:00 amBOS - MIA
1 stop6h 51mUnited Airlines
lun. 5/191:57 pmMIA - BOS
1 stop8h 30mUnited Airlines
Deal found 4/29$199
This Southwest deal was found by Cheapflights users on 4/28. 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.
mié. 5/218:55 amBOS - MIA
1 stop7h 20mSouthwest
sáb. 5/246:05 pmMIA - BOS
1 stop5h 20mSouthwest
Deal found 4/28$232

Cheapflights Fare Finder

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 abril 29, 2025.
Use the filters below to find and compare flights from Boston to Islamorada that are best for you.

Fly from

Boston

Fly to

Islamorada

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

dom. 5/25

9:46 am-1:16 pm

Nonstop3h 30m

Miami

jue. 5/29

2:21 pm-5:46 pm

Nonstop3h 25m

$92

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 6/4

6:40 am-10:16 am

Nonstop3h 36m

Miami

mar. 6/10

11:11 am-2:39 pm

Nonstop3h 28m

$159

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

dom. 6/8

7:21 am-10:55 am

Nonstop3h 34m

Miami

mar. 6/17

8:45 am-12:12 pm

Nonstop3h 27m

$165

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 5/28

7:05 am-10:33 am

Nonstop3h 28m

Miami

sáb. 5/31

11:28 am-2:55 pm

Nonstop3h 27m

$172

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

vie. 5/9

12:52 pm-9:47 pm

1 stop8h 55m

Miami

jue. 5/29

2:21 pm-5:46 pm

Nonstop3h 25m

$191

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

dom. 5/11

6:00 am-12:51 pm

1 stop6h 51m

Miami

lun. 5/19

1:57 pm-10:27 pm

1 stop8h 30m

$199

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 5/21

8:55 am-4:15 pm

1 stop7h 20m

Miami

sáb. 5/24

6:05 pm-11:25 pm

1 stop5h 20m

$232

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

jue. 5/15

9:46 am-1:16 pm

Nonstop3h 30m

$52

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

vie. 5/30

7:42 pm-11:13 pm

Nonstop3h 31m

$90

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

lun. 5/26

6:05 am-9:47 am

Nonstop3h 42m

$95

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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.

Cheapflights Insights

Everything you need to know about your flight from Boston to Islamorada

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 April 25, 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 46 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 $228). 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 abril 29, 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 March 30, 2025.

Travelers seeking maximum savings on their Boston to Islamorada flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday 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 abril 29, 2025.

The most flights from BOS to I5L are scheduled on a Tuesday (32 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 abril 29, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Boston to Islamorada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 20 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 154 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 $52. However, be on the lookout for offers from Delta and JetBlue, 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 Japan Airlines (95%), Iberia (86%) or EL AL (82%) 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 $779, our data indicates the cheapest price to be $51. The most popular route (Boston Logan Intl - Miami), is priced around $78.

  • 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 $228). 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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$36Average$133FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$58Average$149FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$84Average$355FlexibilityNo cancel feeOn-time62%
DeltaCheapest$93Average$285FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$145Average$348FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$271Average$532FlexibilityNo cancel feeOn-time63%

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