How popular is this Boston to Islamorada flight route?

Flights from Boston Logan Intl to Islamorada have been viewed 212 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 JetBlue, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Delta and Southwest, as they are both options that can get you from Boston to Islamorada for a low price.

Weekly flight availability from Boston to Islamorada

The most flights from BOS to I5L are scheduled on a Friday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 on average).

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.

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).

What are the cheapest flights from Boston to Islamorada?

Looking for the cheapest flight from Boston to Islamorada? While on average our users pay $851, our data indicates the cheapest price to be $119. The most popular route (Boston Logan Intl - Miami), is priced around $199.

What are the most reliable airlines from Boston to Islamorada?

Consider Japan Airlines (90%), Aeromexico (87%) or EL AL (75%) when booking your flight. These represent the most reliable airlines when flying from Boston to Islamorada.

What are the most popular airlines that fly from Boston to Islamorada?

When booking a flight from Boston to Islamorada, you may want to consider flying on American Airlines, Delta or JetBlue as they are the most popular for this route.

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.

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.

Find Cheap Flights from Boston to Islamorada

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Cheapflights Tip: The best prices from Boston Logan Intl to Islamorada are usually found in March or January, booked 53 days in advance, depart on a Saturday or Wednesday and return on a Thursday

Find flight deals from Boston to Islamorada

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	December
Cheapest in	March
Average price	$380

Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.

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Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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Cheapflights Insights

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

Prices

Airlines

What is the cheapest time of day to fly from BOS to I5L?

When flying from Boston to Islamorada, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 32% versus a flight at noon.

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

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

Reviews of airlines servicing Islamorada

Peruse reviews from past customers who have flown with Southwest,Delta, andJetBlue from Boston to Islamorada to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Southwest

7.9

Good

4,218 reviews

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Delta

7.8

Good

8,681 reviews

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

JetBlue

7.1

Good

3,066 reviews

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

American Airlines

7.0

Good

12,189 reviews

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Frontier

5.5

Fair

2,516 reviews

Southwest

7.9

Good

4,218 reviews

Reviews

1 / 20

8.0

Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

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 212 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 JetBlue, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Delta and Southwest, 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 (90%), Aeromexico (87%) or EL AL (75%) 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 $851, our data indicates the cheapest price to be $119. The most popular route (Boston Logan Intl - Miami), is priced around $199.
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.

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Top 7 airlines flying from Boston to Islamorada

Airline	Cheapest	Average	Flexibility	On-time
Allegiant Air	Cheapest$68	Average$180	FlexibilityNo cancel fee	On-time88%
Frontier	Cheapest$107	Average$280	FlexibilityNo cancel fee	On-time62%
JetBlue	Cheapest$117	Average$391	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$139	Average$358	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$196	Average$357	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$203	Average$401	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$216	Average$490	FlexibilityNo cancel fee	On-time63%

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Cheap flights from Boston (BOS) to Islamorada, FL

Find cheap flights from Boston to Islamorada with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Find flight deals from Boston to Islamorada

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Cheapflights Insights

What is the cheapest time of day to fly from BOS to I5L?

When flying from Boston to Islamorada, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 32% versus a flight at noon.

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

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

Weekly flight availability from Boston to Islamorada

The most flights from BOS to I5L are scheduled on a Friday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 on average).

Reviews of airlines servicing Islamorada

Peruse reviews from past customers who have flown with Southwest,Delta, andJetBlue from Boston to Islamorada to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly from for flights from Boston to Islamorada?

How popular is this Boston to Islamorada flight route?

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

What are the most reliable airlines from Boston to Islamorada?

What are the cheapest flights from Boston to Islamorada?

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

How can I find direct flights from Boston to Islamorada?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Islamorada

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

Complete your trip

Complete your trip to Islamorada by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Boston to Islamorada by cabin class

Find flights from Boston to Islamorada, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Boston and Islamorada flights

Browse other Boston and Islamorada flight options. Last updated on October 27, 2026.

Other flights from Boston

Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on October 27, 2026.

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Boston to Islamorada flights

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Top 7 airlines flying from Boston to Islamorada

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