$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
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 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
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 June 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 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![Frontier logo]()
$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![Delta logo]()
$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![Delta logo]()
$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![Southwest logo]()
$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![Frontier logo]()
$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![Southwest logo]()
$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![Delta logo]()
$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![Southwest logo]()
$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![Southwest logo]()
$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![American Airlines logo]()
$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![Delta logo]()
$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![Frontier logo]()
$244
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 June 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 June 11, 2026.
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.
Mon 8/247:20 am
BOS
- MIA
Nonstop3h 32m
Delta
Fri 8/287:58 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 6/9![Delta logo]()
$237
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:10 pm
BOS
- MIA
1 stop8h 40m
Southwest
Thu 11/126:05 am
MIA
- BOS
1 stop6h 10m
Southwest
Deal found 6/10![Southwest logo]()
$248
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:45 am
BOS
- MIA
1 stop5h 50m
United Airlines
Tue 7/712:30 pm
MIA
- BOS
1 stop7h 00m
United Airlines
Deal found 6/7![United Airlines logo]()
$277
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:20 am
BOS
- MIA
Nonstop3h 29m
Delta
Fri 7/317:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 6/10![Delta logo]()
$257
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:15 pm
BOS
- MIA
2 stops7h 50m
Southwest
Tue 9/17:10 am
MIA
- BOS
2 stops9h 00m
Southwest
Deal found 6/10![Southwest logo]()
$268
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:05 am
BOS
- MIA
Nonstop3h 34m
Delta
Tue 7/2811:30 am
MIA
- BOS
Nonstop3h 29m
Delta
Deal found 6/8![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:00 pm
BOS
- MIA
1 stop8h 21m
Delta
Sat 8/17:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 6/6![Delta logo]()
$267
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.
Wed 7/155:35 am
BOS
- MIA
2 stops8h 50m
Southwest
Wed 7/2211:25 am
MIA
- BOS
1 stop5h 40m
Southwest
Deal found 6/8![Southwest logo]()
$322
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:00 pm
BOS
- MIA
1 stop8h 22m
Delta
Mon 7/277:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 6/10![Delta logo]()
$267
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:00 am
BOS
- MIA
Nonstop3h 43m
Delta
Sat 10/317:55 pm
MIA
- BOS
Nonstop3h 28m
Delta
Deal found 6/8![Delta logo]()
$307
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.
Mon 7/206:45 am
BOS
- MIA
1 stop8h 10m
Delta
Thu 7/236:25 am
MIA
- BOS
1 stop5h 57m
Delta
Deal found 6/9![Delta logo]()
$317
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:15 pm
BOS
- MIA
Nonstop3h 43m
Delta
Sun 7/2611:30 am
MIA
- BOS
Nonstop3h 29m
Delta
Deal found 6/10![Delta logo]()
$322
Last-minute flights from Boston to IslamoradaDiscover last-minute flight deals from Boston to Islamorada. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Islamorada. Data last updated June 11, 2026 and is based on user searches.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:47 am
BOS
- MIA
1 stop11h 51m
Frontier
Sat 6/135:51 pm
MIA
- BOS
1 stop7h 36m
Frontier
Deal found 6/9![Frontier logo]()
$253
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
BOS
- MIA
1 stop10h 31m
Frontier
Tue 6/235:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 6/10![Frontier logo]()
$252
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:18 pm
BOS
- MIA
Nonstop3h 39m
American Airlines
Tue 7/79:20 am
MIA
- BOS
Nonstop3h 26m
American Airlines
Deal found 6/8![American Airlines logo]()
$254
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 6/293:18 pm
BOS
- MIA
Nonstop3h 46m
Delta
Tue 7/77:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 6/7![Delta logo]()
$255
This Frontier deal was found by Cheapflights users on 6/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Sat 7/46:51 pm
MIA
- BOS
1 stop6h 36m
Frontier
Deal found 6/6![Frontier logo]()
$243
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
BOS
- MIA
1 stop11h 56m
Frontier
Fri 7/102:56 pm
MIA
- BOS
1 stop21h 05m
Frontier
Deal found 6/10![Frontier logo]()
$245
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![Frontier logo]()
$244
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1411:52 am
BOS
- MIA
1 stop11h 13m
Frontier
Tue 7/215:28 pm
MIA
- BOS
1 stop14h 18m
Frontier
Deal found 6/10![Frontier logo]()
$250
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:25 pm
BOS
- MIA
1 stop7h 00m
Southwest
Tue 8/412:50 pm
MIA
- BOS
1 stop9h 25m
Southwest
Deal found 6/10![Southwest logo]()
$247
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:52 am
BOS
- MIA
1 stop11h 13m
Frontier
Sun 8/96:42 pm
MIA
- BOS
1 stop13h 04m
Frontier
Deal found 6/11![Frontier logo]()
$242
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 June 11, 2026.
Search for one-way flight options from Boston to Islamorada. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Super.com deal was found by Cheapflights users on 6/6. 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.
Wed 7/16:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Deal found 6/6![Frontier logo]()
$119
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
BOS
- MIA
1 stop7h 29m
Frontier
Deal found 6/8![Frontier logo]()
$120
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
BOS
- MIA
1 stop7h 29m
Frontier
Deal found 6/10![Frontier logo]()
$121
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:10 am
BOS
- MIA
1 stop7h 21m
Frontier
Deal found 6/7![Frontier logo]()
$122
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:41 am
BOS
- MIA
1 stop11h 49m
Frontier
Deal found 6/9![Frontier logo]()
$123
This Frontier 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 Frontier 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
Deal found 6/8![Frontier logo]()
$126
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:01 pm
BOS
- MIA
1 stop11h 02m
Frontier
Deal found 6/7![Frontier logo]()
$128
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:18 pm
BOS
- MIA
Nonstop3h 46m
Delta
Deal found 6/8![Delta logo]()
$129
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
BOS
- MIA
1 stop9h 14m
Frontier
Deal found 6/11![Frontier logo]()
$130
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 |
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
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
Showing 1-10 of 23 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 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
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
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
Complete your trip
Flights by cabin class
Other flight options
Other flights from Boston
Popular flights
Top destinations
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 June 11, 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 June 11, 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 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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$50 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$322 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$115 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$153 | Average$315 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$164 | Average$370 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$177 | Average$414 | FlexibilityNo cancel fee | On-time63% |