$132+ Cheap flights from Boston to Key West (BOS - EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Key West 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 Key West are usually found in September or January, booked 83 days in advance, depart on a Sunday or Monday and return on a Wednesday
Cheap flight deals from Boston to Key West
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to Key WestExplore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:30 am -
2 stops9h 59m
Wed 11/112:51 pm -
1 stop7h 08m
Deal found 10/21![United Airlines logo]()
$392
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sat 12/1210:00 am -
Nonstop3h 52m
Tue 12/155:32 pm -
1 stop5h 27m
Deal found 10/21![American Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Thu 11/2611:06 am -
1 stop23h 13m
Wed 12/210:45 am -
2 stops22h 54m
Deal found 10/21![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sun 11/812:39 pm -
2 stops21h 40m
Thu 11/123:03 pm -
1 stop17h 38m
Deal found 10/24![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Mon 12/288:38 am -
2 stops24h 40m
Thu 1/76:25 pm -
1 stop14h 41m
Deal found 10/22![Multiple Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Thu 12/319:09 am -
Nonstop4h 19m
Tue 1/51:58 pm -
Nonstop3h 42m
Deal found 10/21![American Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sun 12/611:08 am -
1 stop23h 11m
Mon 1/410:59 am -
2 stops20h 44m
Deal found 10/24![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Wed 12/3010:28 am -
1 stop28h 52m
Wed 1/612:19 pm -
2 stops19h 24m
Deal found 10/21![Multiple Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Sun 11/85:30 am -
2 stops9h 59m
Wed 11/112:51 pm -
1 stop7h 08m
Deal found 10/23![United Airlines logo]()
$412
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:25 am -
Nonstop3h 58m
Thu 12/31:14 pm -
Nonstop3h 33m
Deal found 10/23![JetBlue logo]()
$414
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 12/87:00 am -
1 stop6h 59m
Wed 12/1611:26 am -
2 stops7h 41m
Deal found 10/21![American Airlines logo]()
$417
Best flights from Boston to Key WestDiscover carefully curated flight deals from Boston to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from Boston to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Mon 12/146:00 am -
1 stop8h 36m
Fri 12/183:50 pm -
2 stops8h 09m
Deal found 10/24![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 10/20. 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.
Fri 11/2712:20 pm -
1 stop7h 40m
Wed 12/26:06 pm -
1 stop7h 09m
Deal found 10/20![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Sun 11/155:30 am -
2 stops9h 59m
Thu 11/192:50 pm -
1 stop7h 09m
Deal found 10/23![United Airlines logo]()
$542
This Delta deal was found by Cheapflights users on 10/21. 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.
Tue 1/1211:15 am -
1 stop8h 28m
Tue 1/196:00 pm -
1 stop6h 58m
Deal found 10/21![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 11/61:57 pm -
1 stop6h 04m
Tue 11/107:30 am -
1 stop7h 26m
Deal found 10/23![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Thu 11/56:00 am -
1 stop7h 52m
Wed 11/112:51 pm -
1 stop7h 08m
Deal found 10/23![United Airlines logo]()
$602
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/179:10 am -
1 stop8h 01m
Sun 12/2012:22 pm -
2 stops11h 37m
Deal found 10/22![United Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 10/20. 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.
Tue 12/19:05 am -
2 stops10h 56m
Fri 12/117:25 am -
1 stop7h 33m
Deal found 10/20![Delta logo]()
$733
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am -
1 stop9h 29m
Tue 11/102:50 pm -
2 stops9h 09m
Deal found 10/22![United Airlines logo]()
$709
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 1/85:30 am -
2 stops11h 41m
Fri 1/152:30 pm -
1 stop6h 57m
Deal found 10/23![Delta logo]()
$753
This United Airlines deal was found by Cheapflights users on 10/23. 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 1/27:15 am -
1 stop6h 23m
Sat 1/912:59 pm -
2 stops11h 00m
Deal found 10/23![United Airlines logo]()
$733
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
1 stop9h 29m
Wed 11/252:51 pm -
2 stops9h 08m
Deal found 10/20![United Airlines logo]()
$738
Last-minute flights from Boston to Key WestDiscover last-minute flight deals from Boston to Key West. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Key West. Data last updated October 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/2912:39 pm -
2 stops21h 40m
Thu 11/53:03 pm -
1 stop17h 38m
Deal found 10/22![Multiple Airlines logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 10/2910:32 am -
1 stop22h 32m
Thu 11/53:03 pm -
1 stop17h 38m
Deal found 10/22![Allegiant Air logo]()
$426
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:00 am -
Nonstop3h 56m
Fri 11/612:46 pm -
Nonstop3h 59m
Deal found 10/19![JetBlue logo]()
$419
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:30 am -
2 stops9h 59m
Wed 11/112:51 pm -
1 stop7h 08m
Deal found 10/21![United Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:30 am -
2 stops9h 59m
Wed 11/112:51 pm -
1 stop7h 08m
Deal found 10/22![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 10/24. 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 11/1112:20 pm -
1 stop7h 40m
Fri 11/137:30 am -
1 stop6h 12m
Deal found 10/24![Delta logo]()
$423
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/1110:19 am -
1 stop8h 06m
Fri 11/134:44 pm -
1 stop7h 14m
Deal found 10/21![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 11/179:26 am -
2 stops7h 49m
Fri 11/204:43 pm -
1 stop6h 10m
Deal found 10/21![American Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Wed 11/1812:39 pm -
2 stops21h 40m
Sun 11/2210:59 am -
1 stop23h 12m
Deal found 10/24![Multiple Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Fri 11/2011:06 am -
1 stop29h 22m
Tue 11/245:20 pm -
1 stop16h 51m
Deal found 10/21![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Thu 11/2611:06 am -
1 stop23h 13m
Wed 12/210:45 am -
2 stops22h 54m
Deal found 10/21![Multiple Airlines logo]()
$399
This KAYAK deal was found by Cheapflights users on 10/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:00 am -
Nonstop3h 55m
Wed 12/21:14 pm -
Nonstop3h 33m
Deal found 10/20![JetBlue logo]()
$422
One-way flights from Boston to Key WestSearch for one-way flight options from Boston to Key West. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from Boston to Key West. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 1/1010:01 am -
1 stop24h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sat 1/3010:24 am -
1 stop23h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Mon 12/219:28 am -
1 stop27h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Allegiant Air logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:00 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![JetBlue logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
2 stops21h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:00 am -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![JetBlue logo]()
$182
This Delta deal was found by Cheapflights users on 10/21. 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.
Mon 11/231:45 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/711:27 am -
2 stops22h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:00 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$190
Find flight deals from Boston to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $392 (United Airlines) |
One-way from | $132 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $480 |
Good round-trip deal | $472 or less |
Good one-way deal | $233 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from Boston to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Thu 1/7
11:15 am-7:43 pm
1 stop8h 28m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$185
Quickest round-trip
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Sun 1/31
1:55 pm-7:43 pm
1 stop5h 48m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Tue 2/16
6:00 am-5:34 pm
2 stops11h 34m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$229
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Wed 12/30
6:00 am-5:11 pm
2 stops11h 11m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Mon 11/23
5:30 am-3:29 pm
2 stops9h 59m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$260
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Thu 12/24
5:45 am-12:07 pm
1 stop6h 22m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$301
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Thu 10/29
5:30 am-12:53 pm
1 stop7h 23m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$344
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Sun 11/1
5:30 am-3:29 pm
2 stops9h 59m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$385
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Fri 2/5
5:45 am-3:22 pm
2 stops9h 37m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$385
BostonKey West
BOS Boston Logan Intl - EYW Key West
BOSEYW
Boston Logan Intl
Thu 1/21
5:45 am-3:22 pm
2 stops9h 37m
Key West
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$395
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Boston to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Key West in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Boston-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Boston to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Boston with our price prediction graph.
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 Key West
How far ahead should I book a flight from Boston to Key West?
Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Key West. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Boston to Key West?
Currently, September is the cheapest month in which you can book a flight from Boston to Key West (average of $381). Flying from Boston to Key West in April is currently the most expensive (average of $602). 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.
What is the cheapest time of day to fly from BOS to EYW?
Find hourly flight availability from Boston to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 25, 2026.
When flying from Boston to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated October 25, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue from Boston to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Food
7.2
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Related info for your journey
Find useful and relevant information for your journey from Boston to Key West. 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 Key West
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Key West by cabin class
Find flights from Boston to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Boston and Key West flights
Browse other Boston and Key West flight options. Last updated on October 25, 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 October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Boston to Key West
Discover the top 4 airlines that operate flights from Boston to Key West. 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$173 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$320 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$248 | Average$538 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$307 | Average$443 | FlexibilityNo cancel fee | On-time71% |