$128+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
Aug 29 — Sep 51
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 September or January, booked 53 days in advance, depart on a Thursday or Sunday and return on a Friday
Cheap flight deals from Boston to Islamorada
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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 July 30, 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 July 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sun 8/239:36 am
BOS
- MIA
1 stop6h 45m
Frontier
Wed 8/265:28 pm
MIA
- BOS
2 stops18h 22m
Frontier
Deal found 7/27![Frontier logo]()
$237
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:15 am
BOS
- MIA
Nonstop3h 37m
Delta
Tue 10/137:59 pm
MIA
- BOS
Nonstop3h 34m
Delta
Deal found 7/28![Delta logo]()
$238
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 9/87:05 am
BOS
- MIA
1 stop7h 46m
United Airlines
Sat 9/127:00 am
MIA
- BOS
1 stop5h 47m
United Airlines
Deal found 7/29![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 7/25. 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 9/85:35 am
BOS
- MIA
1 stop9h 40m
Southwest
Tue 9/154:05 pm
MIA
- BOS
1 stop5h 25m
Southwest
Deal found 7/25![Southwest logo]()
$240
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:30 am
BOS
- MIA
1 stop8h 51m
Delta
Sat 10/36:30 pm
MIA
- BOS
Nonstop3h 26m
Delta
Deal found 7/28![Delta logo]()
$241
This Frontier deal was found by Cheapflights users on 7/25. 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.
Sat 9/1212:54 pm
BOS
- MIA
1 stop7h 44m
Frontier
Tue 9/155:32 am
MIA
- BOS
1 stop6h 35m
Frontier
Deal found 7/25![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:10 am
BOS
- MIA
Nonstop3h 33m
Delta
Mon 10/57:58 pm
MIA
- BOS
Nonstop3h 32m
Delta
Deal found 7/28![Delta logo]()
$243
This Frontier deal was found by Cheapflights users on 7/26. 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 9/2412:54 pm
BOS
- MIA
1 stop7h 39m
Frontier
Sat 10/35:22 am
MIA
- BOS
1 stop6h 37m
Frontier
Deal found 7/26![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 7/25. 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.
Sat 9/512:45 pm
BOS
- MIA
1 stop7h 44m
Frontier
Sun 9/135:32 am
MIA
- BOS
1 stop6h 37m
Frontier
Deal found 7/25![Frontier logo]()
$245
This Expedia deal was found by Cheapflights users on 7/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:54 pm
BOS
- MIA
1 stop7h 39m
Frontier
Sun 9/275:32 am
MIA
- BOS
1 stop6h 37m
Frontier
Deal found 7/29![Frontier logo]()
$249
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 July 30, 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 July 30, 2026.
This Delta deal was found by Cheapflights users on 7/26. 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 9/197:10 pm
BOS
- MIA
1 stop5h 45m
Delta
Thu 9/247:58 pm
MIA
- BOS
Nonstop3h 32m
Delta
Deal found 7/26![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 7/27. 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 9/55:50 am
BOS
- MIA
1 stop7h 45m
Southwest
Sun 9/135:50 am
MIA
- BOS
2 stops9h 35m
Southwest
Deal found 7/27![Southwest logo]()
$318
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:45 am
BOS
- MIA
2 stops10h 46m
United Airlines
Tue 9/1512:17 pm
MIA
- BOS
1 stop7h 02m
United Airlines
Deal found 7/28![United Airlines logo]()
$334
This Delta deal was found by Cheapflights users on 7/27. 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 8/263:14 pm
BOS
- MIA
1 stop6h 20m
Delta
Sun 8/306:00 am
MIA
- BOS
1 stop5h 40m
Delta
Deal found 7/27![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 7/25. 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 8/213:35 pm
BOS
- MIA
1 stop5h 25m
Southwest
Fri 8/2811:45 am
MIA
- BOS
1 stop10h 35m
Southwest
Deal found 7/25![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 7/27. 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.
Mon 10/265:50 am
BOS
- MIA
2 stops9h 40m
Southwest
Thu 10/2912:30 pm
MIA
- BOS
1 stop6h 45m
Southwest
Deal found 7/27![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:25 am
BOS
- MIA
1 stop8h 10m
Southwest
Wed 8/124:05 pm
MIA
- BOS
1 stop5h 20m
Southwest
Deal found 7/29![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:00 pm
BOS
- MIA
1 stop7h 43m
Delta
Sun 10/2511:09 am
MIA
- BOS
Nonstop3h 24m
Delta
Deal found 7/28![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:50 am
BOS
- MIA
2 stops10h 20m
Southwest
Mon 8/317:15 am
MIA
- BOS
1 stop7h 40m
Southwest
Deal found 7/29![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 7/25. 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 9/238:30 am
BOS
- MIA
1 stop7h 00m
Southwest
Sun 9/275:50 am
MIA
- BOS
2 stops9h 35m
Southwest
Deal found 7/25![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 7/28. 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.
Sat 8/2212:10 pm
BOS
- MIA
2 stops7h 05m
Southwest
Sat 8/296:30 am
MIA
- BOS
2 stops8h 15m
Southwest
Deal found 7/28![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 7/25. 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 9/245:50 am
BOS
- MIA
2 stops10h 20m
Southwest
Mon 9/286:20 am
MIA
- BOS
1 stop8h 10m
Southwest
Deal found 7/25![Southwest logo]()
$388
Last-minute flights from Boston to IslamoradaDiscover last-minute flight deals from Boston to Islamorada. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Islamorada. Data last updated July 30, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/25. 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 8/186:00 am
BOS
- MIA
1 stop10h 47m
Delta
Wed 8/267:15 am
MIA
- BOS
1 stop7h 07m
Delta
Deal found 7/25![Delta logo]()
$251
This Booking.com deal was found by Cheapflights users on 7/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:36 am
BOS
- MIA
1 stop6h 45m
Frontier
Sun 8/303:30 pm
MIA
- BOS
1 stop20h 20m
Frontier
Deal found 7/28![Frontier logo]()
$257
This Delta deal was found by Cheapflights users on 7/25. 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.
Fri 8/216:00 pm
BOS
- MIA
1 stop7h 07m
Delta
Wed 8/267:58 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 7/25![Delta logo]()
$253
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:45 pm
BOS
- MIA
1 stop7h 44m
Frontier
Thu 8/273:30 pm
MIA
- BOS
1 stop20h 20m
Frontier
Deal found 7/28![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sun 8/239:36 am
BOS
- MIA
1 stop6h 45m
Frontier
Wed 8/265:28 pm
MIA
- BOS
2 stops18h 22m
Frontier
Deal found 7/27![Frontier logo]()
$237
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 8/257:20 am
BOS
- MIA
Nonstop3h 29m
American Airlines
Mon 8/319:44 pm
MIA
- BOS
Nonstop3h 14m
American Airlines
Deal found 7/25![American Airlines logo]()
$243
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 8/255:07 pm
BOS
- MIA
1 stop6h 01m
American Airlines
Tue 9/110:56 am
MIA
- BOS
Nonstop3h 35m
American Airlines
Deal found 7/26![American Airlines logo]()
$248
This CheapOair deal was found by Cheapflights users on 7/25. 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 8/2612:45 pm
BOS
- MIA
1 stop10h 20m
Frontier
Sun 8/303:30 pm
MIA
- BOS
1 stop20h 20m
Frontier
Deal found 7/25![Frontier logo]()
$256
This Super.com deal was found by Cheapflights users on 7/27. 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.
Thu 8/2712:45 pm
BOS
- MIA
1 stop8h 08m
Frontier
Sun 8/303:30 pm
MIA
- BOS
1 stop20h 20m
Frontier
Deal found 7/27![Frontier logo]()
$255
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/296:06 am
BOS
- MIA
Nonstop3h 29m
American Airlines
Sat 9/59:44 pm
MIA
- BOS
Nonstop3h 14m
American Airlines
Deal found 7/26![American Airlines logo]()
$238
This Priceline deal was found by Cheapflights users on 7/24. 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.
Sun 8/309:36 am
BOS
- MIA
1 stop6h 45m
Frontier
Wed 9/95:32 am
MIA
- BOS
1 stop6h 27m
Frontier
Deal found 7/24![Frontier logo]()
$245
This Priceline deal was found by Cheapflights users on 7/24. 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.
Mon 8/319:36 am
BOS
- MIA
1 stop6h 45m
Frontier
Wed 9/95:32 am
MIA
- BOS
1 stop6h 27m
Frontier
Deal found 7/24![Frontier logo]()
$244
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 July 30, 2026.
Search for one-way flight options from Boston to Islamorada. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:45 pm
BOS
- MIA
1 stop10h 20m
Frontier
Deal found 7/28![Frontier logo]()
$128
This Super.com deal was found by Cheapflights users on 7/26. 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 8/2112:45 pm
BOS
- MIA
1 stop10h 20m
Frontier
Deal found 7/26![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Sat 8/2910:04 am
BOS
- MIA
2 stops27h 28m
Frontier
Deal found 7/28![Frontier logo]()
$131
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:45 pm
BOS
- MIA
1 stop10h 20m
Frontier
Deal found 7/28![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Sat 10/310:19 am
BOS
- MIA
2 stops29h 05m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sat 10/35:45 am
BOS
- MIA
2 stops9h 14m
United Airlines
Deal found 7/29![United Airlines logo]()
$134
This CheapOair deal was found by Cheapflights users on 7/27. 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 8/266:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Deal found 7/27![Frontier logo]()
$135
This Expedia deal was found by Cheapflights users on 7/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:41 am
BOS
- MIA
1 stop11h 49m
Frontier
Deal found 7/28![Frontier logo]()
$136
This Priceline deal was found by Cheapflights users on 7/26. 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.
Sat 8/112:56 pm
BOS
- MIA
1 stop7h 33m
Frontier
Deal found 7/26![Frontier logo]()
$137
This Trip.com deal was found by Cheapflights users on 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:00 pm
BOS
- MIA
1 stop26h 13m
Frontier
Deal found 7/28![Frontier logo]()
$138
This American Airlines deal was found by Cheapflights users on 7/27. 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 10/36:15 pm
BOS
- MIA
Nonstop3h 37m
American Airlines
Deal found 7/27![American Airlines logo]()
$139
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 July 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Kiwi.com) |
One-way from | $128 (Super.com) |
Popular in | June |
Cheapest in | September |
Average price | $356 |
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 July 30, 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
Quickest round-trip
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sat 9/19
7:10 pm-12:55 am
1 stop5h 45m
Miami
Thu 9/24
7:58 pm-11:30 pm
Nonstop3h 32m
$253
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 8/26
3:14 pm-9:34 pm
1 stop6h 20m
Miami
Sun 8/30
6:00 am-11:40 am
1 stop5h 40m
$278
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sat 9/5
5:50 am-1:35 pm
1 stop7h 45m
Miami
Sun 9/13
5:50 am-3:25 pm
2 stops9h 35m
$318
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sat 9/12
5:45 am-4:31 pm
2 stops10h 46m
Miami
Tue 9/15
12:17 pm-7:19 pm
1 stop7h 02m
$334
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 8/21
3:35 pm-9:00 pm
1 stop5h 25m
Miami
Fri 8/28
11:45 am-10:20 pm
1 stop10h 35m
$342
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Mon 10/26
5:50 am-3:30 pm
2 stops9h 40m
Miami
Thu 10/29
12:30 pm-7:15 pm
1 stop6h 45m
$342
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 8/12
5:25 am-1:35 pm
1 stop8h 10m
Miami
Wed 8/12
4:05 pm-9:25 pm
1 stop5h 20m
$347
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 8/28
5:50 am-4:10 pm
2 stops10h 20m
Miami
Mon 8/31
7:15 am-2:55 pm
1 stop7h 40m
$347
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 9/23
8:30 am-3:30 pm
1 stop7h 00m
Miami
Sun 9/27
5:50 am-3:25 pm
2 stops9h 35m
$349
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 10/23
1:00 pm-8:43 pm
1 stop7h 43m
Miami
Sun 10/25
11:09 am-2:33 pm
Nonstop3h 24m
$387
Showing 1-10 of 24 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 July 30, 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 July 30, 2026.
The most flights from BOS to I5L are scheduled on a Thursday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (11 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 $227 and $393 in August.The cheapest round-trip price found within the last 5 days was $237 on Frontier (Aug 23-Aug 26).
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 July 25, 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 July 30, 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.
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
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Alternative routes for Boston to Islamorada
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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 July 30, 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 July 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Islamorada flights
Consider these flights traveling from Boston to Islamorada.
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 July 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$50 | Average$251 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$52 | Average$88 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$117 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$328 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$173 | Average$396 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$454 | FlexibilityNo cancel fee | On-time63% |