$135+ Cheap flights from Boston to Key West (BOS - EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jul 9 — Jul 161
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 October, booked 83 days in advance, depart on a Monday or Sunday and return on a Wednesday
Cheap flight deals from Boston to Key West
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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 June 9, 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 June 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:04 am
BOS
- EYW
1 stop26h 44m
Multiple Airlines
Thu 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Thu 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Fri 7/1710:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Sat 7/47:55 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/7![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Tue 7/75:34 pm
EYW
- BOS
1 stop6h 15m
American Airlines
Deal found 6/8![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:13 am
BOS
- EYW
1 stop5h 58m
American Airlines
Tue 7/281:01 pm
EYW
- BOS
1 stop7h 09m
American Airlines
Deal found 6/6![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:45 am
BOS
- EYW
1 stop6h 38m
Delta
Thu 7/166:18 pm
EYW
- BOS
1 stop5h 41m
Delta
Deal found 6/8![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:45 am
BOS
- EYW
2 stops8h 33m
United Airlines
Thu 10/294:05 pm
EYW
- BOS
1 stop8h 57m
United Airlines
Deal found 6/5![United Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:05 am
BOS
- EYW
1 stop25h 38m
Multiple Airlines
Thu 10/158:45 pm
EYW
- BOS
1 stop11h 35m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:47 am
BOS
- EYW
2 stops27h 47m
Multiple Airlines
Sun 8/306:21 pm
EYW
- BOS
1 stop15h 48m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/198:05 am
BOS
- EYW
1 stop8h 06m
American Airlines
Fri 7/247:33 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/8![American Airlines logo]()
$337
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 June 9, 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 June 9, 2026.
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:55 pm
BOS
- EYW
1 stop6h 02m
Delta
Tue 8/257:40 am
EYW
- BOS
1 stop6h 12m
Delta
Deal found 6/6![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Thu 7/164:00 pm
EYW
- BOS
1 stop9h 14m
United Airlines
Deal found 6/8![United Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:40 am
BOS
- EYW
2 stops12h 11m
Delta
Mon 7/206:18 pm
EYW
- BOS
1 stop7h 02m
Delta
Deal found 6/8![Delta logo]()
$507
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/195:45 am
BOS
- EYW
2 stops9h 34m
United Airlines
Fri 7/242:26 pm
EYW
- BOS
1 stop7h 27m
United Airlines
Deal found 6/5![United Airlines logo]()
$514
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:45 am
BOS
- EYW
1 stop6h 38m
Delta
Thu 7/167:50 am
EYW
- BOS
2 stops14h 28m
Delta
Deal found 6/8![Delta logo]()
$509
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/175:45 am
BOS
- EYW
2 stops9h 24m
United Airlines
Tue 6/232:26 pm
EYW
- BOS
2 stops9h 33m
United Airlines
Deal found 6/7![United Airlines logo]()
$519
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:45 am
BOS
- EYW
1 stop6h 38m
Delta
Fri 7/177:50 am
EYW
- BOS
2 stops15h 41m
Delta
Deal found 6/8![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 6/5. 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 6/111:55 pm
BOS
- EYW
1 stop5h 58m
Delta
Tue 6/166:24 pm
EYW
- BOS
1 stop7h 07m
Delta
Deal found 6/5![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:40 am
BOS
- EYW
2 stops12h 11m
Delta
Fri 7/177:50 am
EYW
- BOS
2 stops15h 52m
Delta
Deal found 6/8![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:30 am
BOS
- EYW
1 stop5h 32m
Delta
Sat 6/134:00 pm
EYW
- BOS
1 stop7h 14m
Delta
Deal found 6/8![Delta logo]()
$550
Last-minute flights from Boston to Key WestDiscover last-minute flight deals from Boston to Key West. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Key West. Data last updated June 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 6/1911:21 am
BOS
- EYW
1 stop7h 28m
American Airlines
Tue 6/237:40 pm
EYW
- BOS
1 stop5h 19m
American Airlines
Deal found 6/4![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
BOS
- EYW
2 stops34h 20m
Multiple Airlines
Mon 7/63:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Sat 7/47:55 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/7![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:39 pm
BOS
- EYW
1 stop6h 31m
American Airlines
Tue 7/75:34 pm
EYW
- BOS
1 stop6h 15m
American Airlines
Deal found 6/8![American Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:04 am
BOS
- EYW
1 stop26h 44m
Multiple Airlines
Thu 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Thu 7/1610:55 am
EYW
- BOS
1 stop22h 19m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Fri 7/1710:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:45 am
BOS
- EYW
1 stop6h 38m
Delta
Thu 7/166:18 pm
EYW
- BOS
1 stop5h 41m
Delta
Deal found 6/8![Delta logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1810:04 am
BOS
- EYW
1 stop25h 21m
Multiple Airlines
Sun 7/2612:05 pm
EYW
- BOS
1 stop21h 04m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:01 am
BOS
- EYW
1 stop7h 39m
American Airlines
Fri 7/247:33 pm
EYW
- BOS
1 stop5h 04m
American Airlines
Deal found 6/9![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:13 am
BOS
- EYW
1 stop5h 58m
American Airlines
Tue 7/281:01 pm
EYW
- BOS
1 stop7h 09m
American Airlines
Deal found 6/6![American Airlines logo]()
$326
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 June 9, 2026.
Search for one-way flight options from Boston to Key West. Find affordable one-way fares based on user searches. Data last updated June 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:05 am
BOS
- EYW
1 stop24h 22m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/3010:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:40 am
BOS
- EYW
2 stops34h 33m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:41 am
BOS
- EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:43 am
BOS
- EYW
2 stops26h 42m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$149
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:30 pm
BOS
- EYW
1 stop7h 23m
Delta
Deal found 6/8![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:00 am
BOS
- EYW
2 stops34h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 11/110:11 am
BOS
- EYW
1 stop22h 33m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:41 am
BOS
- EYW
2 stops34h 32m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/412:04 pm
BOS
- EYW
1 stop22h 01m
Allegiant Air
Deal found 6/5![Allegiant Air logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:04 am
BOS
- EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$174
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 June 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $286 (Kiwi.com) |
One-way from | $135 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $415 |
Good round-trip deal | $393 or less |
Good one-way deal | $199 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 2,558,603 searches. Data last updated June 9, 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
Quickest round-trip
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 8/12
1:55 pm-7:57 pm
1 stop6h 02m
Key West
Tue 8/25
7:40 am-1:52 pm
1 stop6h 12m
$327
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 7/15
5:45 am-3:19 pm
2 stops9h 34m
Key West
Thu 7/16
4:00 pm-1:14 am
1 stop9h 14m
$462
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sat 7/11
7:40 am-7:51 pm
2 stops12h 11m
Key West
Mon 7/20
6:18 pm-1:20 am
1 stop7h 02m
$507
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Mon 7/13
6:45 am-1:23 pm
1 stop6h 38m
Key West
Thu 7/16
7:50 am-10:18 pm
2 stops14h 28m
$509
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Mon 7/13
6:45 am-1:23 pm
1 stop6h 38m
Key West
Fri 7/17
7:50 am-11:31 pm
2 stops15h 41m
$512
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sun 7/19
5:45 am-3:19 pm
2 stops9h 34m
Key West
Fri 7/24
2:26 pm-9:53 pm
1 stop7h 27m
$514
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Thu 6/11
1:55 pm-7:53 pm
1 stop5h 58m
Key West
Tue 6/16
6:24 pm-1:31 am
1 stop7h 07m
$514
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Wed 6/17
5:45 am-3:09 pm
2 stops9h 24m
Key West
Tue 6/23
2:26 pm-11:59 pm
2 stops9h 33m
$519
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Sat 7/11
7:40 am-7:51 pm
2 stops12h 11m
Key West
Fri 7/17
7:50 am-11:42 pm
2 stops15h 52m
$520
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
Fri 6/12
5:30 am-11:02 am
1 stop5h 32m
Key West
Sat 6/13
4:00 pm-11:14 pm
1 stop7h 14m
$550
Showing 1-10 of 21 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 June.
| 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 Accuracy1 star | 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 $316). Flying from Boston to Key West in April is currently the most expensive (average of $612). 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 much does it cost to fly round-trip from Boston to Key West?
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 June 9, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines 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.
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Boarding
8.1
Entertainment
7.8
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 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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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 June 9, 2026.
Boston and Key West flights
Browse other Boston and Key West flight options. Last updated on June 9, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on June 9, 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 2,558,603 searches. Data last updated June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$312 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$210 | Average$504 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$245 | Average$408 | FlexibilityNo cancel fee | On-time71% |