$117+ Cheap flights from Key West to Boston (EYW - BOS)
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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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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 Key West to BostonExplore the most affordable flight options available from Key West to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
Explore the most affordable flight options available from Key West to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Sat 8/2212:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Wed 8/1912:45 pm
BOS
- EYW
2 stops20h 25m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/254:05 pm
EYW
- BOS
1 stop8h 50m
United Airlines
Wed 12/305:45 am
BOS
- EYW
1 stop6h 49m
United Airlines
Deal found 7/26![United Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Thu 8/2012:45 pm
BOS
- EYW
1 stop21h 42m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$348
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:25 pm
EYW
- BOS
Nonstop3h 34m
American Airlines
Tue 12/295:50 am
BOS
- EYW
1 stop7h 57m
American Airlines
Deal found 7/26![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:59 pm
EYW
- BOS
1 stop5h 36m
Delta
Tue 8/1812:20 pm
BOS
- EYW
1 stop7h 37m
Delta
Deal found 7/27![Delta logo]()
$372
This deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Fri 8/2810:15 am
BOS
- EYW
1 stop7h 05m
Delta
Deal found 7/27![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:21 am
EYW
- BOS
2 stops8h 25m
American Airlines
Sun 9/135:00 am
BOS
- EYW
1 stop5h 57m
American Airlines
Deal found 7/23![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 9/81:50 pm
EYW
- BOS
1 stop6h 16m
American Airlines
Sun 9/205:00 am
BOS
- EYW
1 stop8h 17m
American Airlines
Deal found 7/25![American Airlines logo]()
$392
Best flights from Key West to BostonDiscover carefully curated flight deals from Key West to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Key West to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/251:30 pm
EYW
- BOS
2 stops9h 19m
United Airlines
Wed 12/305:45 am
BOS
- EYW
1 stop6h 49m
United Airlines
Deal found 7/26![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 9/102:15 pm
EYW
- BOS
1 stop8h 09m
American Airlines
Sun 9/136:00 am
BOS
- EYW
1 stop7h 17m
American Airlines
Deal found 7/25![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:43 pm
EYW
- BOS
2 stops8h 11m
American Airlines
Mon 10/122:13 pm
BOS
- EYW
1 stop5h 20m
American Airlines
Deal found 7/24![American Airlines logo]()
$397
This JetBlue deal was found by Cheapflights users on 7/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/812:50 pm
EYW
- BOS
Nonstop3h 49m
JetBlue
Mon 10/128:00 am
BOS
- EYW
Nonstop3h 59m
JetBlue
Deal found 7/24![JetBlue logo]()
$800
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:10 pm
EYW
- BOS
1 stop7h 10m
Delta
Fri 10/161:55 pm
BOS
- EYW
1 stop6h 06m
Delta
Deal found 7/28![Delta logo]()
$859
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:20 pm
EYW
- BOS
2 stops33h 39m
United Airlines
Sun 9/135:45 am
BOS
- EYW
2 stops31h 44m
United Airlines
Deal found 7/28![United Airlines logo]()
$771
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Fri 8/282:15 pm
EYW
- BOS
2 stops27h 21m
United Airlines
Tue 9/17:30 am
BOS
- EYW
1 stop5h 59m
United Airlines
Deal found 7/24![United Airlines logo]()
$990
Last-minute flights from Key West to BostonDiscover last-minute flight deals from Key West to Boston. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Boston. Data last updated July 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Mon 8/103:27 pm
EYW
- BOS
1 stop17h 42m
Multiple Airlines
Fri 8/1411:59 am
BOS
- EYW
2 stops27h 46m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:59 pm
EYW
- BOS
1 stop5h 36m
Delta
Tue 8/1812:20 pm
BOS
- EYW
1 stop7h 37m
Delta
Deal found 7/27![Delta logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Sat 8/2212:45 pm
BOS
- EYW
2 stops30h 28m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Wed 8/1912:45 pm
BOS
- EYW
2 stops20h 25m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:31 am
EYW
- BOS
1 stop22h 34m
Multiple Airlines
Thu 8/2012:45 pm
BOS
- EYW
1 stop21h 42m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:35 pm
EYW
- BOS
2 stops39h 11m
Multiple Airlines
Sat 8/2210:04 am
BOS
- EYW
1 stop23h 06m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Tue 8/181:40 pm
EYW
- BOS
1 stop7h 50m
American Airlines
Tue 8/257:26 am
BOS
- EYW
1 stop5h 29m
American Airlines
Deal found 7/25![American Airlines logo]()
$357
This deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Fri 8/2810:15 am
BOS
- EYW
1 stop7h 05m
Delta
Deal found 7/27![Delta logo]()
$377
This deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:15 pm
EYW
- BOS
1 stop7h 10m
Delta
Thu 8/2712:20 pm
BOS
- EYW
1 stop7h 37m
Delta
Deal found 7/27![Delta logo]()
$408
One-way flights from Key West to BostonSearch for one-way flight options from Key West to Boston. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Key West to Boston. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:14 am
EYW
- BOS
1 stop22h 05m
Allegiant Air
Deal found 7/28![Allegiant Air logo]()
$117
This Trip.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:31 am
EYW
- BOS
1 stop22h 34m
Allegiant Air
Deal found 7/28![Allegiant Air logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:59 am
EYW
- BOS
1 stop23h 52m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:54 am
EYW
- BOS
1 stop22h 18m
Allegiant Air
Deal found 7/26![Allegiant Air logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 1/2012:19 pm
EYW
- BOS
2 stops21h 20m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/2611:46 am
EYW
- BOS
2 stops24h 04m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:40 pm
EYW
- BOS
2 stops16h 59m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:59 pm
EYW
- BOS
2 stops20h 30m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:14 pm
EYW
- BOS
2 stops46h 36m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$156
Find flight deals from Key West to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Boston (BOS). 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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $312 (Kiwi.com) |
One-way from | $117 (Kiwi.com) |
Popular in | April |
Cheapest in | November |
Average price | $383 |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to Boston 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 July 28, 2026.
Use the filters below to find and compare flights from Key West to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestBoston
EYW - BOS
EYWBOS
Key West
Fri 12/25
1:30 pm-10:49 pm
2 stops9h 19m
Boston Logan Intl
Wed 12/30
5:45 am-12:34 pm
1 stop6h 49m
$352
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 9/10
2:15 pm-10:24 pm
1 stop8h 09m
Boston Logan Intl
Sun 9/13
6:00 am-1:17 pm
1 stop7h 17m
$357
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 10/8
1:43 pm-9:54 pm
2 stops8h 11m
Boston Logan Intl
Mon 10/12
2:13 pm-7:33 pm
1 stop5h 20m
$397
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 9/10
2:20 pm-11:59 pm
2 stops33h 39m
Boston Logan Intl
Sun 9/13
5:45 am-1:29 pm
2 stops31h 44m
$771
Quickest round-trip
Key WestBoston
EYW - BOS
EYWBOS
Key West
Thu 10/8
12:50 pm-4:39 pm
Nonstop3h 49m
Boston Logan Intl
Mon 10/12
8:00 am-11:59 am
Nonstop3h 59m
$800
Key WestBoston
EYW - BOS
EYWBOS
Key West
Mon 10/12
6:10 pm-1:20 am
1 stop7h 10m
Boston Logan Intl
Fri 10/16
1:55 pm-8:01 pm
1 stop6h 06m
$859
Key WestBoston
EYW - BOS
EYWBOS
Key West
Fri 8/28
2:15 pm-5:36 pm
2 stops27h 21m
Boston Logan Intl
Tue 9/1
7:30 am-1:29 pm
1 stop5h 59m
$990
Cheapest one-way
Key WestBoston
EYW - BOS
EYWBOS
Key West
Wed 9/23
6:19 pm-1:17 am
1 stop6h 58m
$194
Key WestBoston
EYW - BOS
EYWBOS
Key West
Sat 9/26
4:00 pm-12:54 am
1 stop8h 54m
$194
Quickest one-way
Key WestBoston
EYW - BOS
EYWBOS
Key West
Mon 8/17
8:09 pm-12:58 am
1 stop4h 49m
$194
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Key West to Boston
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 Key West to Boston in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Key West-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-Boston 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 Key West-Boston 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 Key West to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Key West with our price prediction graph.
EYW-BOS
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 Key West to Boston
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated July 28, 2026.
Get a feel of what it's like to fly with Delta,American Airlines, andJetBlue from Key West to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Crew
8.5
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Related info for your journey
Find useful and relevant information for your journey from Key West to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 28, 2026.
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Key West and Boston flights
Browse other Key West and Boston flight options. Last updated on July 28, 2026.
Other flights from Key West
Browse through other flights departing from Key West. Flights are based on user searches made on Cheapflights and were last updated on July 28, 2026.
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Top 3 airlines flying from Key West to Boston
Discover the top 3 airlines that operate flights from Key West to Boston. 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 July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$226 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$382 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$251 | Average$440 | FlexibilityNo cancel fee | On-time62% |