$123+ Cheap flights from Boston (BOS) to Florida Keys
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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Florida Keys 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
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Cheapest flights from Boston to Florida KeysExplore the most affordable flight options available from Boston to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
Explore the most affordable flight options available from Boston to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 2026.
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:45 am
BOS
- MIA
2 stops9h 09m
United Airlines
Sat 9/128:25 am
MIA
- BOS
1 stop5h 57m
United Airlines
Deal found 5/24![United Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 5/23. 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 8/227:20 am
BOS
- MIA
Nonstop3h 32m
Delta
Sat 8/297:58 pm
MIA
- BOS
Nonstop3h 38m
Delta
Deal found 5/23![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:30 am
BOS
- MIA
1 stop7h 21m
United Airlines
Tue 9/1511:26 am
MIA
- BOS
1 stop6h 26m
United Airlines
Deal found 5/24![United Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 5/24. 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.
Sat 9/197:10 am
BOS
- MIA
Nonstop3h 34m
Delta
Thu 9/247:58 pm
MIA
- BOS
Nonstop3h 32m
Delta
Deal found 5/24![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/23. 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 9/196:00 pm
BOS
- MIA
1 stop5h 44m
United Airlines
Sat 9/267:00 am
MIA
- BOS
1 stop5h 47m
United Airlines
Deal found 5/23![United Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:45 am
BOS
- MIA
2 stops9h 09m
United Airlines
Wed 9/2311:26 am
MIA
- BOS
1 stop5h 22m
United Airlines
Deal found 5/24![United Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 5/25. 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 9/17:20 am
BOS
- MIA
Nonstop3h 32m
Delta
Sun 9/67:02 am
MIA
- BOS
1 stop12h 13m
Delta
Deal found 5/25![Delta logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 6/310:03 am
BOS
- EYW
1 stop24h 03m
Allegiant Air
Fri 6/1210:31 am
EYW
- BOS
1 stop22h 32m
Allegiant Air
Deal found 5/22![Allegiant Air logo]()
$238
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:45 am
BOS
- MIA
1 stop5h 25m
United Airlines
Tue 9/2911:28 am
MIA
- BOS
1 stop6h 27m
United Airlines
Deal found 5/24![United Airlines logo]()
$242
This Frontier deal was found by Cheapflights users on 5/25. 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.
Wed 7/16:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Wed 7/15:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/25![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 5/22. 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.
Thu 6/410:38 am
BOS
- EYW
1 stop21h 33m
Allegiant Air
Fri 6/1210:31 am
EYW
- BOS
1 stop22h 32m
Allegiant Air
Deal found 5/22![Allegiant Air logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 6/310:03 am
BOS
- EYW
1 stop24h 03m
Multiple Airlines
Mon 6/81:11 pm
EYW
- BOS
2 stops45h 54m
Multiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$289
Best flights from Boston to Florida KeysDiscover carefully curated flight deals from Boston to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
Discover carefully curated flight deals from Boston to Florida Keys that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
This Delta deal was found by Cheapflights users on 5/24. 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 8/237:20 am
BOS
- MIA
Nonstop3h 32m
Delta
Sat 8/2910:00 am
MIA
- BOS
1 stop6h 33m
Delta
Deal found 5/24![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 5/25. 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 7/222:25 pm
BOS
- MIA
1 stop7h 00m
Southwest
Mon 7/276:50 pm
MIA
- BOS
1 stop5h 20m
Southwest
Deal found 5/25![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Sat 10/311:05 am
BOS
- EYW
1 stop7h 28m
American Airlines
Sat 10/107:52 pm
EYW
- BOS
1 stop4h 42m
American Airlines
Deal found 5/25![American Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 5/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:30 am
BOS
- EYW
1 stop5h 32m
United Airlines
Thu 11/264:05 pm
EYW
- BOS
1 stop7h 08m
United Airlines
Deal found 5/25![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 5/25. 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 9/46:05 am
BOS
- MIA
1 stop8h 16m
Delta
Wed 9/96:40 am
MIA
- BOS
1 stop6h 44m
Delta
Deal found 5/25![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 5/24. 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.
Wed 9/308:00 am
BOS
- MIA
1 stop6h 10m
Delta
Mon 10/53:35 pm
MIA
- BOS
1 stop7h 42m
Delta
Deal found 5/24![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 5/25. 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.
Mon 6/155:25 am
BOS
- MIA
2 stops11h 00m
Southwest
Tue 6/237:40 am
MIA
- BOS
1 stop6h 10m
Southwest
Deal found 5/25![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 5/21. 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 10/712:55 pm
BOS
- MIA
1 stop8h 43m
Delta
Wed 10/1410:20 am
MIA
- BOS
1 stop7h 28m
Delta
Deal found 5/21![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 5/23. 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 7/77:05 am
BOS
- MIA
Nonstop3h 30m
Delta
Sat 7/1111:44 am
MIA
- BOS
Nonstop3h 33m
Delta
Deal found 5/23![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 5/23. 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 10/136:55 pm
BOS
- MIA
1 stop5h 57m
Delta
Fri 10/1611:15 am
MIA
- BOS
Nonstop3h 26m
Delta
Deal found 5/23![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 5/25. 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 8/214:27 pm
BOS
- MIA
1 stop8h 40m
Delta
Mon 8/3111:50 am
MIA
- BOS
Nonstop3h 32m
Delta
Deal found 5/25![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 5/25. 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.
Wed 11/43:00 pm
BOS
- MIA
Nonstop3h 41m
Delta
Wed 11/116:00 am
MIA
- BOS
1 stop5h 30m
Delta
Deal found 5/25![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Mon 11/96:00 am
BOS
- EYW
2 stops9h 06m
United Airlines
Mon 11/164:05 pm
EYW
- BOS
1 stop7h 08m
United Airlines
Deal found 5/23![United Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 5/24. 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 7/278:00 am
BOS
- MIA
1 stop6h 24m
Delta
Sun 8/26:25 am
MIA
- BOS
1 stop7h 58m
Delta
Deal found 5/24![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 5/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:00 am
BOS
- EYW
1 stop9h 06m
United Airlines
Tue 11/102:30 pm
EYW
- BOS
2 stops9h 24m
United Airlines
Deal found 5/25![United Airlines logo]()
$602
This Delta deal was found by Cheapflights users on 5/21. 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 6/49:10 am
BOS
- EYW
1 stop8h 13m
Delta
Wed 6/106:24 pm
EYW
- BOS
1 stop7h 07m
Delta
Deal found 5/21![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 5/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am
BOS
- EYW
2 stops9h 06m
United Airlines
Mon 11/164:05 pm
EYW
- BOS
1 stop7h 08m
United Airlines
Deal found 5/24![United Airlines logo]()
$669
This United Airlines deal was found by Cheapflights users on 5/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:00 am
BOS
- EYW
2 stops9h 06m
United Airlines
Mon 11/94:05 pm
EYW
- BOS
1 stop8h 57m
United Airlines
Deal found 5/25![United Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 5/25. 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.
Thu 8/206:45 am
BOS
- EYW
1 stop6h 15m
Delta
Sun 8/236:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Deal found 5/25![Delta logo]()
$428
Last-minute flights from Boston to Florida KeysDiscover last-minute flight deals from Boston to Florida Keys. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Florida Keys. Data last updated May 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 6/310:03 am
BOS
- EYW
1 stop24h 03m
Allegiant Air
Fri 6/1210:31 am
EYW
- BOS
1 stop22h 32m
Allegiant Air
Deal found 5/22![Allegiant Air logo]()
$238
This eDestinos deal was found by Cheapflights users on 5/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
BOS
- MIA
1 stop10h 27m
Frontier
Sat 6/65:22 pm
MIA
- BOS
1 stop8h 02m
Frontier
Deal found 5/22![Frontier logo]()
$265
This Frontier deal was found by Cheapflights users on 5/22. 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 6/56:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Fri 6/123:00 pm
MIA
- BOS
1 stop20h 05m
Frontier
Deal found 5/22![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 5/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Wed 6/105:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/24![Frontier logo]()
$248
This Expedia deal was found by Cheapflights users on 5/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Thu 6/115:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/25![Frontier logo]()
$258
This Frontier deal was found by Cheapflights users on 5/22. 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 6/96:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Tue 6/95:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/22![Frontier logo]()
$243
This Super.com deal was found by Cheapflights users on 5/23. 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 6/106:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Fri 6/123:00 pm
MIA
- BOS
1 stop20h 05m
Frontier
Deal found 5/23![Frontier logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
Fri 6/128:47 am
BOS
- MIA
1 stop11h 41m
Frontier
Sun 6/143:20 pm
MIA
- BOS
1 stop19h 45m
Frontier
Deal found 5/25![Frontier logo]()
$257
This Frontier deal was found by Cheapflights users on 5/25. 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.
Fri 6/126:00 am
BOS
- MIA
1 stop10h 31m
Frontier
Mon 6/155:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/25![Frontier logo]()
$268
This Frontier deal was found by Cheapflights users on 5/25. 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.
Tue 6/166:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Tue 6/165:26 pm
MIA
- BOS
1 stop8h 01m
Frontier
Deal found 5/25![Frontier logo]()
$263
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:39 pm
BOS
- MIA
Nonstop3h 32m
American Airlines
Sat 6/209:26 am
MIA
- BOS
Nonstop3h 22m
American Airlines
Deal found 5/21![American Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 5/20. 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 6/243:18 pm
BOS
- MIA
Nonstop3h 46m
Delta
Tue 6/307:59 pm
MIA
- BOS
Nonstop3h 36m
Delta
Deal found 5/20![Delta logo]()
$237
One-way flights from Boston to Florida KeysSearch for one-way flight options from Boston to Florida Keys. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
Search for one-way flight options from Boston to Florida Keys. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This Super.com deal was found by Cheapflights users on 5/25. 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 Super.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 stop7h 21m
Frontier
Deal found 5/25![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 5/25. 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.
Tue 6/306:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Deal found 5/25![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 5/21. 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.
Mon 6/86:00 am
BOS
- MIA
1 stop7h 20m
Frontier
Deal found 5/21![Frontier logo]()
$125
This Super.com deal was found by Cheapflights users on 5/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1912:01 pm
BOS
- MIA
1 stop11h 02m
Frontier
Deal found 5/25![Frontier logo]()
$129
This deal was found by Cheapflights users on 5/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Deal found 5/24![Frontier logo]()
$131
This Southwest deal was found by Cheapflights users on 5/21. 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 6/245:35 am
BOS
- MIA
2 stops8h 50m
Southwest
Deal found 5/21![Southwest logo]()
$134
This CheapOair deal was found by Cheapflights users on 5/22. 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.
Mon 10/191:00 pm
BOS
- MIA
1 stop26h 13m
Frontier
Deal found 5/22![Frontier logo]()
$135
This Super.com deal was found by Cheapflights users on 5/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 am
BOS
- MIA
1 stop7h 49m
Frontier
Deal found 5/24![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 5/22. 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 11/159:09 am
BOS
- EYW
1 stop25h 55m
Allegiant Air
Deal found 5/22![Allegiant Air logo]()
$142
This Frontier deal was found by Cheapflights users on 5/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:00 am
BOS
- MIA
1 stop7h 59m
Frontier
Deal found 5/24![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/22. 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.
Thu 6/410:38 am
BOS
- EYW
1 stop21h 33m
Allegiant Air
Deal found 5/22![Allegiant Air logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 6/1410:38 am
BOS
- EYW
1 stop23h 03m
Allegiant Air
Deal found 5/21![Allegiant Air logo]()
$163
Find flight deals from Boston to Florida Keys
Keep the following information in mind while searching for Boston to Florida Keys flight deals. Data was last updated May 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $213 (United Airlines) |
One-way from | $123 (Super.com) |
Popular in | December |
Cheapest in | September |
Average price | $327 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Florida Keys 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 May 25, 2026.
Use the filters below to find and compare flights from Boston to Florida Keys that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Sun 8/23
7:20 am-10:52 am
Nonstop3h 32m
Miami
Sat 8/29
10:00 am-4:33 pm
1 stop6h 33m
$237
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 9/4
6:05 am-2:21 pm
1 stop8h 16m
Miami
Wed 9/9
6:40 am-1:24 pm
1 stop6h 44m
$247
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 9/30
8:00 am-2:10 pm
1 stop6h 10m
Miami
Mon 10/5
3:35 pm-11:17 pm
1 stop7h 42m
$247
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 10/7
12:55 pm-9:38 pm
1 stop8h 43m
Miami
Wed 10/14
10:20 am-5:48 pm
1 stop7h 28m
$277
Quickest round-trip
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Tue 7/7
7:05 am-10:35 am
Nonstop3h 30m
Miami
Sat 7/11
11:44 am-3:17 pm
Nonstop3h 33m
$297
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Tue 10/13
6:55 pm-12:52 am
1 stop5h 57m
Miami
Fri 10/16
11:15 am-2:41 pm
Nonstop3h 26m
$307
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Fri 8/21
4:27 pm-1:07 am
1 stop8h 40m
Miami
Mon 8/31
11:50 am-3:22 pm
Nonstop3h 32m
$307
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 11/4
3:00 pm-6:41 pm
Nonstop3h 41m
Miami
Wed 11/11
6:00 am-11:30 am
1 stop5h 30m
$307
BostonMiami
BOS - MIA
BOSMIA
Boston Logan Intl
Wed 7/22
2:25 pm-9:25 pm
1 stop7h 00m
Miami
Mon 7/27
6:50 pm-12:10 am
1 stop5h 20m
$317
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sat 10/3
11:05 am-6:33 pm
1 stop7h 28m
Key West
Sat 10/10
7:52 pm-12:34 am
1 stop4h 42m
$317
Showing 1-10 of 42 resultsSorted by cheapest first
Best time to book a flight from Boston to Florida Keys
Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Boston with our price prediction graph.
BOS-MIA
BOS-EYW
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 Florida Keys
BOS-zzEOA
BOS-MIA
BOS-EYW
What is the cheapest month to book a flight from Boston to Florida Keys?
Currently, September is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $192). Flying from Boston to Florida Keys in November is currently the most expensive (average of $385). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Boston to Florida Keys?
Booking 45 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Florida Keys. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing Florida Keys
Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated May 25, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Boston to Florida Keys have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Spirit Airlines
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Boston to Florida Keys. 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 Florida Keys
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Florida Keys by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Florida Keys by cabin class
Find flights from Boston to Florida Keys, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Boston and Florida Keys flights
Browse other Boston and Florida Keys flight options. Last updated on May 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Boston to Florida Keys
Discover the top 5 airlines that operate flights from Boston to Florida Keys. 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 May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$123 | Average$239 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$148 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$319 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$210 | Average$503 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$245 | Average$406 | FlexibilityNo cancel fee | On-time71% |