$76+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MIA
May 29 — Jun 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 October, booked 46 days in advance, depart on a Thursday or Saturday and return on a Thursday
Cheap flight deals from Boston to Islamorada
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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 April 29, 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 April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Wed 6/311:23 am
MIA
- BOS
1 stop14h 01m
Frontier
Deal found 4/27![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/266:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Tue 6/28:10 am
MIA
- BOS
1 stop17h 14m
Frontier
Deal found 4/28![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Mon 6/18:10 am
MIA
- BOS
1 stop23h 39m
Frontier
Deal found 4/28![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Wed 5/205:22 pm
MIA
- BOS
1 stop8h 02m
Frontier
Deal found 4/29![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/126:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Fri 5/158:10 am
MIA
- BOS
1 stop24h 34m
Frontier
Deal found 4/28![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/136:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Tue 5/195:22 pm
MIA
- BOS
1 stop8h 02m
Frontier
Deal found 4/27![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:12 am
BOS
- MIA
1 stop13h 35m
Frontier
Fri 5/295:22 pm
MIA
- BOS
1 stop14h 27m
Frontier
Deal found 4/24![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/136:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Sat 5/168:10 am
MIA
- BOS
1 stop17h 14m
Frontier
Deal found 4/28![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:31 am
BOS
- MIA
1 stop6h 56m
Frontier
Tue 5/1911:23 am
MIA
- BOS
2 stops21h 49m
Frontier
Deal found 4/25![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Fri 5/295:05 am
MIA
- BOS
1 stop6h 01m
Frontier
Deal found 4/28![Frontier logo]()
$177
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 April 29, 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 April 29, 2026.
This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:15 am
BOS
- MIA
Nonstop3h 29m
Delta
Wed 5/137:57 pm
MIA
- BOS
Nonstop3h 34m
Delta
Deal found 4/24![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 4/27. 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.
Wed 5/2711:40 am
BOS
- MIA
2 stops10h 15m
Southwest
Wed 6/36:40 am
MIA
- BOS
1 stop11h 55m
Southwest
Deal found 4/27![Southwest logo]()
$228
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 7/285:45 am
BOS
- MIA
2 stops9h 19m
United Airlines
Thu 8/137:07 am
MIA
- BOS
1 stop5h 40m
United Airlines
Deal found 4/28![United Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 4/25. 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.
Sat 7/253:15 pm
BOS
- MIA
Nonstop3h 43m
Delta
Tue 7/287:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 4/25![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 4/25. 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 5/127:15 am
BOS
- MIA
Nonstop3h 29m
Delta
Wed 5/137:57 pm
MIA
- BOS
Nonstop3h 34m
Delta
Deal found 4/25![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/28. 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 6/53:20 pm
BOS
- MIA
Nonstop3h 39m
Delta
Tue 6/93:29 pm
MIA
- BOS
1 stop7h 58m
Delta
Deal found 4/28![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:15 am
BOS
- MIA
Nonstop3h 29m
Delta
Tue 5/1210:35 am
MIA
- BOS
1 stop7h 20m
Delta
Deal found 4/24![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 7/111:35 am
BOS
- MIA
2 stops10h 15m
Southwest
Tue 7/75:45 am
MIA
- BOS
2 stops9h 15m
Southwest
Deal found 4/28![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 4/26. 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.
Wed 7/159:00 am
BOS
- MIA
1 stop5h 24m
Delta
Sun 7/197:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 4/26![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 4/28. 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.
Sun 7/193:15 pm
BOS
- MIA
Nonstop3h 43m
Delta
Thu 7/237:55 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 4/28![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:33 am
BOS
- MIA
Nonstop3h 33m
Delta
Wed 5/136:35 am
MIA
- BOS
1 stop5h 45m
Delta
Deal found 4/24![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:24 pm
BOS
- MIA
Nonstop3h 35m
Delta
Fri 5/87:39 pm
MIA
- BOS
1 stop5h 44m
Delta
Deal found 4/24![Delta logo]()
$347
Last-minute flights from Boston to IslamoradaDiscover last-minute flight deals from Boston to Islamorada. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Islamorada. Data last updated April 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:01 pm
BOS
- MIA
1 stop29h 09m
Multiple Airlines
Tue 5/1211:23 am
MIA
- BOS
1 stop14h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/126:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Fri 5/158:10 am
MIA
- BOS
1 stop24h 34m
Frontier
Deal found 4/28![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:31 am
BOS
- MIA
1 stop6h 56m
Frontier
Tue 5/1911:23 am
MIA
- BOS
2 stops21h 49m
Frontier
Deal found 4/25![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/136:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Tue 5/195:22 pm
MIA
- BOS
1 stop8h 02m
Frontier
Deal found 4/27![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/136:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Sat 5/168:10 am
MIA
- BOS
1 stop17h 14m
Frontier
Deal found 4/28![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 5/266:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Tue 6/28:10 am
MIA
- BOS
1 stop17h 14m
Frontier
Deal found 4/28![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:12 am
BOS
- MIA
1 stop13h 35m
Frontier
Fri 5/295:22 pm
MIA
- BOS
1 stop14h 27m
Frontier
Deal found 4/24![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Wed 6/311:23 am
MIA
- BOS
1 stop14h 01m
Frontier
Deal found 4/27![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Tue 6/28:10 am
MIA
- BOS
1 stop17h 14m
Frontier
Deal found 4/28![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Fri 5/295:05 am
MIA
- BOS
1 stop6h 01m
Frontier
Deal found 4/28![Frontier logo]()
$177
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 April 29, 2026.
Search for one-way flight options from Boston to Islamorada. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Trip.com deal was found by Cheapflights users on 4/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Deal found 4/25![Frontier logo]()
$76
This Trip.com deal was found by Cheapflights users on 4/28. 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.
Wed 6/1012:01 pm
BOS
- MIA
1 stop11h 02m
Frontier
Deal found 4/28![Frontier logo]()
$77
This WAYA deal was found by Cheapflights users on 4/28. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Deal found 4/28![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/136:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Deal found 4/27![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Deal found 4/29![Frontier logo]()
$82
This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.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 4/29![Frontier logo]()
$87
This Trip.com deal was found by Cheapflights users on 4/28. 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.
Sat 5/1612:01 pm
BOS
- MIA
1 stop10h 46m
Frontier
Deal found 4/28![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Wed 5/69:34 am
BOS
- MIA
1 stop24h 53m
Frontier
Deal found 4/27![Frontier logo]()
$96
This Trip.com deal was found by Cheapflights users on 4/28. 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.
Sun 5/316:00 am
BOS
- MIA
1 stop16h 47m
Frontier
Deal found 4/28![Frontier logo]()
$97
This Trip.com deal was found by Cheapflights users on 4/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:10 am
BOS
- MIA
1 stop13h 53m
Frontier
Deal found 4/27![Frontier logo]()
$98
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 April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $149 (Kiwi.com) |
One-way from | $76 (Trip.com) |
Popular in | December |
Cheapest in | September |
Average price | $335 |
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 April 29, 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
Sun 5/10
7:15 am-10:44 am
Nonstop3h 29m
Miami
Wed 5/13
7:57 pm-11:31 pm
Nonstop3h 34m
$197
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sat 7/25
3:15 pm-6:58 pm
Nonstop3h 43m
Miami
Tue 7/28
7:55 pm-11:33 pm
Nonstop3h 38m
$227
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 5/27
11:40 am-9:55 pm
2 stops10h 15m
Miami
Wed 6/3
6:40 am-6:35 pm
1 stop11h 55m
$228
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Tue 5/12
7:15 am-10:44 am
Nonstop3h 29m
Miami
Wed 5/13
7:57 pm-11:31 pm
Nonstop3h 34m
$237
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 6/5
3:20 pm-6:59 pm
Nonstop3h 39m
Miami
Tue 6/9
3:29 pm-11:27 pm
1 stop7h 58m
$237
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sun 5/10
7:15 am-10:44 am
Nonstop3h 29m
Miami
Tue 5/12
10:35 am-5:55 pm
1 stop7h 20m
$247
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Tue 7/28
5:45 am-3:04 pm
2 stops9h 19m
Miami
Thu 8/13
7:07 am-12:47 pm
1 stop5h 40m
$282
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 7/15
9:00 am-2:24 pm
1 stop5h 24m
Miami
Sun 7/19
7:55 pm-11:33 pm
Nonstop3h 38m
$297
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sun 7/19
3:15 pm-6:58 pm
Nonstop3h 43m
Miami
Thu 7/23
7:55 pm-11:33 pm
Nonstop3h 38m
$302
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Mon 5/4
7:33 am-11:06 am
Nonstop3h 33m
Miami
Wed 5/13
6:35 am-12:20 pm
1 stop5h 45m
$347
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 April 29, 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 38% versus a flight at noon.
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 April 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.
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 April 29, 2026.
The most flights from BOS to I5L are scheduled on a Wednesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Boston to Islamorada?
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 April 29, 2026.
Peruse reviews from past customers who have flown with Delta,JetBlue, 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.
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreJoseph,Aug 2023
MSP - MCO
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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Complete your trip
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Boston and Islamorada flights
Browse other Boston and Islamorada flight options. Last updated on April 29, 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 April 29, 2026.
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Boston to Islamorada flights
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Top 8 airlines flying from Boston to Islamorada
Discover the top 8 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$50 | Average$211 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$55 | Average$211 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$97 | Average$311 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$304 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$304 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$357 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$257 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$177 | Average$405 | FlexibilityNo cancel fee | On-time63% |