$135+ Cheap flights from Boston (BOS) to Islamorada, FL
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Islamorada with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Islamorada are usually found in January or March, booked 22 days in advance, depart on a Thursday or Sunday and return on a Friday
Cheap flight deals from Boston to Islamorada
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to IslamoradaExplore 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 September 11, 2026.
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 September 11, 2026.
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 9/296:55 am -
1 stop8h 35m
Wed 10/711:09 am -
Nonstop3h 24m
Deal found 9/7![Delta logo]()
$229
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:52 pm -
1 stop7h 46m
Wed 9/305:32 am -
1 stop6h 37m
Deal found 9/8![Frontier logo]()
$230
This Super.com deal was found by Cheapflights users on 9/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:39 pm -
1 stop9h 10m
Tue 11/35:05 am -
1 stop6h 25m
Deal found 9/10![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/2711:12 am -
1 stop10h 19m
Fri 11/64:30 pm -
2 stops16h 59m
Deal found 9/7![Multiple Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 9/305:25 am -
2 stops10h 05m
Tue 10/612:35 pm -
2 stops8h 45m
Deal found 9/9![Southwest logo]()
$234
This Booking.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/2411:42 am -
1 stop9h 47m
Mon 10/265:15 am -
1 stop6h 42m
Deal found 9/10![Frontier logo]()
$235
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Wed 10/76:00 am -
1 stop5h 23m
Tue 11/174:10 pm -
Nonstop3h 25m
Deal found 9/5![American Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:35 pm -
1 stop6h 25m
Sat 10/247:16 am -
1 stop7h 33m
Deal found 9/10![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 9/9. 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.
Tue 11/173:57 pm -
Nonstop3h 40m
Wed 12/911:25 am -
1 stop9h 16m
Deal found 9/9![Delta logo]()
$241
This Expedia deal was found by Cheapflights users on 9/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:54 pm -
1 stop7h 44m
Tue 10/205:05 am -
1 stop6h 47m
Deal found 9/5![Frontier logo]()
$242
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:54 pm -
1 stop7h 44m
Sat 10/107:59 pm -
Nonstop3h 34m
Deal found 9/10![Frontier logo]()
$243
Best flights from Boston to IslamoradaDiscover carefully curated flight deals from Boston to Islamorada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from Boston to Islamorada that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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.
Wed 10/213:50 pm -
1 stop5h 50m
Sat 10/246:45 am -
2 stops8h 35m
Deal found 9/8![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:13 pm -
1 stop7h 13m
Tue 10/2711:16 am -
2 stops7h 41m
Deal found 9/9![United Airlines logo]()
$294
This Southwest deal was found by Cheapflights users on 9/6. 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.
Fri 10/165:25 am -
1 stop12h 35m
Sat 10/246:45 am -
1 stop9h 45m
Deal found 9/6![Southwest logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/5. 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 10/306:05 pm -
1 stop5h 53m
Sat 11/77:00 am -
1 stop7h 10m
Deal found 9/5![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:20 pm -
2 stops8h 50m
Tue 12/156:50 am -
2 stops9h 35m
Deal found 9/7![Southwest logo]()
$367
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:45 am -
2 stops17h 54m
Sat 10/248:54 am -
2 stops10h 13m
Deal found 9/10![United Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/62:50 pm -
2 stops7h 25m
Wed 10/287:00 am -
2 stops7h 55m
Deal found 9/9![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 11/1110:35 am -
2 stops10h 20m
Sat 11/146:45 am -
2 stops10h 40m
Deal found 9/9![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Wed 10/145:45 am -
2 stops9h 14m
Sat 10/178:54 am -
1 stop5h 41m
Deal found 9/5![United Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 11/1311:45 am -
2 stops10h 15m
Mon 11/166:30 am -
1 stop8h 00m
Deal found 9/8![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:35 pm -
2 stops8h 35m
Thu 10/296:40 am -
2 stops9h 25m
Deal found 9/7![Southwest logo]()
$417
Last-minute flights from Boston to IslamoradaDiscover last-minute flight deals from Boston to Islamorada. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Islamorada. Data last updated September 11, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:54 pm -
1 stop7h 44m
Tue 10/205:05 am -
1 stop6h 47m
Deal found 9/5![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 9/296:55 am -
1 stop8h 35m
Wed 10/711:09 am -
Nonstop3h 24m
Deal found 9/7![Delta logo]()
$229
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:52 pm -
1 stop7h 46m
Wed 9/305:32 am -
1 stop6h 37m
Deal found 9/8![Frontier logo]()
$230
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 9/305:25 am -
2 stops10h 05m
Tue 10/612:35 pm -
2 stops8h 45m
Deal found 9/9![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 9/307:10 am -
Nonstop3h 33m
Tue 10/611:09 am -
Nonstop3h 24m
Deal found 9/9![Delta logo]()
$249
This Kissandfly.com deal was found by Cheapflights users on 9/10. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:54 pm -
1 stop7h 44m
Sat 10/107:59 pm -
Nonstop3h 34m
Deal found 9/10![Frontier logo]()
$243
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Wed 10/76:00 am -
1 stop5h 23m
Tue 11/174:10 pm -
Nonstop3h 25m
Deal found 9/5![American Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:35 pm -
1 stop6h 25m
Sat 10/247:16 am -
1 stop7h 33m
Deal found 9/10![Delta logo]()
$239
This Booking.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/2411:42 am -
1 stop9h 47m
Mon 10/265:15 am -
1 stop6h 42m
Deal found 9/10![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/2711:12 am -
1 stop10h 19m
Fri 11/64:30 pm -
2 stops16h 59m
Deal found 9/7![Multiple Airlines logo]()
$232
This Super.com deal was found by Cheapflights users on 9/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:39 pm -
1 stop9h 10m
Tue 11/35:05 am -
1 stop6h 25m
Deal found 9/10![Frontier logo]()
$231
One-way flights from Boston to IslamoradaSearch for one-way flight options from Boston to Islamorada. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from Boston to Islamorada. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This Southwest deal was found by Cheapflights users on 9/6. 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.
Wed 9/302:45 pm -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Southwest logo]()
$135
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:15 pm -
Nonstop3h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$139
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:57 pm -
1 stop8h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$141
This Super.com deal was found by Cheapflights users on 9/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:39 pm -
1 stop9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$142
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
1 stop8h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:39 pm -
1 stop9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$144
This Trip.com deal was found by Cheapflights users on 9/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:54 pm -
1 stop7h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$147
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
1 stop6h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$149
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/35:45 am -
2 stops9h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$150
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:30 am -
2 stops9h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$154
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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (Delta) |
One-way from | $135 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $291 |
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 7,457,451 searches. Data last updated September 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
Cheapest round-trip
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Sat 10/3
5:35 am-4:20 pm
2 stops10h 45m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Tue 10/6
5:45 am-2:59 pm
2 stops9h 14m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
Quickest round-trip
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Wed 11/25
7:25 pm-11:03 pm
Nonstop3h 38m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$204
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Fri 10/16
2:35 pm-11:10 pm
2 stops8h 35m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Sun 11/1
9:12 am-6:50 pm
1 stop9h 38m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Thu 10/15
5:45 am-11:20 am
1 stop5h 35m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Thu 10/22
10:40 am-11:10 pm
2 stops12h 30m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$215
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Wed 9/16
10:50 am-8:05 pm
2 stops9h 15m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Sun 9/20
5:45 am-2:51 pm
2 stops9h 06m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$244
BostonMiami
BOS Boston Logan Intl - MIA Miami
BOSMIA
Boston Logan Intl
Thu 9/17
7:20 am-4:10 pm
2 stops8h 50m
Miami
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$255
Showing 1-10 of 22 resultsSorted by cheapest first
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.
BOS-MIA
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
BOS-I5L
BOS-MIA
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 September 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 34% 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 September 11, 2026.
The most flights from BOS to I5L are scheduled on a Wednesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Boston to Islamorada?
Airfare is typical for this route at the moment.
Boston to Islamorada flights typically cost between $187 and $368 in September.The cheapest round-trip price found within the last 5 days was $229 on Delta (Sep 29-Oct 7).
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 September 5, 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 September 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.
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
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Boston and Islamorada flights
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Top 7 airlines flying from Boston to Islamorada
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$51 | Average$262 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$59 | Average$114 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$117 | Average$324 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$344 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$331 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$192 | Average$388 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$481 | FlexibilityNo cancel fee | On-time63% |