Islamorada

$119+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
Jul 11 — Jul 181
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Cheapflights Tip: The best prices from Boston Logan Intl to Islamorada are usually found in September or October, booked 28 days in advance, depart on a Thursday or Saturday and return on a Thursday

Cheap 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 June 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Wed 8/58:41 am
BOS
-
MIA
1 stop11h 49m
Frontier
Mon 8/106:42 pm
MIA
-
BOS
1 stop16h 15m
Frontier
Deal found 6/11$229
This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 8/293:20 pm
BOS
-
MIA
Nonstop3h 43m
Delta
Thu 9/311:50 am
MIA
-
BOS
Nonstop3h 32m
Delta
Deal found 6/9$232
This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 8/226:05 am
BOS
-
MIA
1 stop8h 16m
Delta
Tue 8/257:00 am
MIA
-
BOS
1 stop6h 52m
Delta
Deal found 6/9$233
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sat 8/225:50 am
BOS
-
MIA
1 stop7h 45m
Southwest
Mon 8/316:20 am
MIA
-
BOS
1 stop8h 10m
Southwest
Deal found 6/9$234
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Fri 8/148:41 am
BOS
-
MIA
1 stop11h 44m
Frontier
Mon 8/176:42 pm
MIA
-
BOS
1 stop13h 10m
Frontier
Deal found 6/7$235
This Southwest deal was found by Cheapflights users on 6/8. 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 8/45:35 am
BOS
-
MIA
1 stop9h 40m
Southwest
Wed 8/129:15 am
MIA
-
BOS
2 stops9h 20m
Southwest
Deal found 6/8$236
This Delta deal was found by Cheapflights users on 6/7. 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 8/247:20 am
BOS
-
MIA
Nonstop3h 32m
Delta
Mon 8/317:58 pm
MIA
-
BOS
Nonstop3h 38m
Delta
Deal found 6/7$237
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sat 8/227:05 am
BOS
-
MIA
1 stop8h 15m
Southwest
Sat 8/297:45 am
MIA
-
BOS
2 stops9h 45m
Southwest
Deal found 6/8$239
This Southwest deal was found by Cheapflights users on 6/8. 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 10/139:00 am
BOS
-
MIA
1 stop6h 00m
Southwest
Tue 10/277:05 am
MIA
-
BOS
2 stops10h 05m
Southwest
Deal found 6/8$240
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/226:10 pm
BOS
-
MIA
Nonstop3h 40m
American Airlines
Sat 8/297:45 am
MIA
-
BOS
1 stop7h 03m
American Airlines
Deal found 6/10$242
This Delta deal was found by Cheapflights users on 6/11. 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.
Sun 9/203:20 pm
BOS
-
MIA
Nonstop3h 41m
Delta
Sun 9/277:58 pm
MIA
-
BOS
Nonstop3h 32m
Delta
Deal found 6/11$243
This Booking.com deal was found by Cheapflights users on 6/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:41 am
BOS
-
MIA
1 stop11h 44m
Frontier
Tue 7/143:07 pm
MIA
-
BOS
1 stop19h 57m
Frontier
Deal found 6/10$244

Find flight deals from Boston to Islamorada

Keep the following information in mind while searching for Boston to Islamorada flight deals. Data was last updated June 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Kiwi.com)

One-way from

$119
(Super.com)

Popular in

December

Cheapest in

September

Average price

$362
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
From Boston Logan Intl to Islamorada
One-way flight from Boston Logan Intl to Islamorada
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 11, 2026.
Use the filters below to find and compare flights from Boston to Islamorada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 8/24

7:20 am-10:52 am

Nonstop3h 32m

Miami

Fri 8/28

7:58 pm-11:36 pm

Nonstop3h 38m

$237

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 11/10

1:10 pm-9:50 pm

1 stop8h 40m

Miami

Thu 11/12

6:05 am-12:15 pm

1 stop6h 10m

$248

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 6/30

7:20 am-10:49 am

Nonstop3h 29m

Miami

Fri 7/31

7:55 pm-11:33 pm

Nonstop3h 38m

$257
Quickest round-trip

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 7/25

7:05 am-10:39 am

Nonstop3h 34m

Miami

Tue 7/28

11:30 am-2:59 pm

Nonstop3h 29m

$257

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 7/28

1:00 pm-9:21 pm

1 stop8h 21m

Miami

Sat 8/1

7:55 pm-11:33 pm

Nonstop3h 38m

$267

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 7/21

3:00 pm-11:22 pm

1 stop8h 22m

Miami

Mon 7/27

7:55 pm-11:33 pm

Nonstop3h 38m

$267

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 8/31

2:15 pm-10:05 pm

2 stops7h 50m

Miami

Tue 9/1

7:10 am-4:10 pm

2 stops9h 00m

$268

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 6/30

5:45 am-11:35 am

1 stop5h 50m

Miami

Tue 7/7

12:30 pm-7:30 pm

1 stop7h 00m

$277

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 10/26

7:00 am-10:43 am

Nonstop3h 43m

Miami

Sat 10/31

7:55 pm-11:23 pm

Nonstop3h 28m

$307

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 7/20

6:45 am-2:55 pm

1 stop8h 10m

Miami

Thu 7/23

6:25 am-12:22 pm

1 stop5h 57m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/7

Showing 1-10 of 23 resultsSorted by cheapest first
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2
3

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

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 June 11, 2026.

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 36% versus a flight at noon.

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 June 11, 2026.

The most flights from BOS to I5L are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

How much does it cost to fly round-trip from Boston to Islamorada?

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 June 8, 2026.

Travelers seeking maximum savings on their Boston to Islamorada flight should consider departing on Monday 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

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 June 11, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican Airlines 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.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 6 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?

  • How long is the flight from Boston to Islamorada?

    A quick flight from Boston to Islamorada can take about 3h 32m. Delta provides one of the quickest options available for as low as $237. Airlines will cover a distance of 1259 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $56. However, be on the lookout for offers from JetBlue and Delta, 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 Republic Airways (100%), Japan Airlines (97%) or EL AL (92%) 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 $793, our data indicates the cheapest price to be $151. The most popular route (Boston Logan Intl - Miami), is priced around $157.

  • 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.

See more FAQs

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Alternative routes for Boston to Islamorada

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

Top 6 airlines flying from Boston to Islamorada

Discover the top 6 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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$238FlexibilityNo cancel feeOn-time62%
DeltaCheapest$110Average$322FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$115Average$354FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$153Average$315FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$164Average$370FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$177Average$414FlexibilityNo cancel feeOn-time63%

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