$124+ Cheap flights from Key West to Boston (EYW - BOS)
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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Boston with Cheapflights
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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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Boston
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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 October 30, 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 October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1310:14 am -
1 stop22h 05m
Sun 12/1311:35 am -
1 stop25h 37m
Deal found 10/27![Allegiant Air logo]()
$226
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:05 pm -
1 stop7h 35m
Wed 12/96:00 am -
1 stop9h 26m
Deal found 10/29![United Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1312:59 pm -
2 stops20h 30m
Sun 12/1311:35 am -
1 stop25h 37m
Deal found 10/27![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Wed 12/210:45 am -
2 stops22h 54m
Mon 12/711:08 am -
1 stop23h 11m
Deal found 10/26![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1310:14 am -
1 stop22h 05m
Tue 11/1712:15 pm -
2 stops21h 09m
Deal found 10/29![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/610:14 am -
1 stop22h 05m
Mon 11/912:39 pm -
2 stops23h 57m
Deal found 10/26![Multiple Airlines logo]()
$348
This Super.com deal was found by Cheapflights users on 10/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:46 pm -
Nonstop3h 59m
Mon 11/168:00 am -
Nonstop3h 56m
Deal found 10/28![JetBlue logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/2012:59 pm -
2 stops43h 31m
Mon 11/2311:06 am -
1 stop23h 18m
Deal found 10/28![Multiple Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:51 pm -
1 stop7h 08m
Mon 11/236:00 am -
1 stop7h 52m
Deal found 10/29![United Airlines logo]()
$367
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 October 30, 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 October 30, 2026.
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:05 pm -
1 stop7h 35m
Wed 12/95:45 am -
2 stops9h 41m
Deal found 10/29![United Airlines logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:46 pm -
Nonstop3h 59m
Mon 11/168:00 am -
Nonstop3h 56m
Deal found 10/28![JetBlue logo]()
$378
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/31:52 pm -
2 stops7h 25m
Fri 2/59:11 am -
1 stop5h 58m
Deal found 10/27![American Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/206:20 pm -
2 stops14h 18m
Fri 12/2512:01 pm -
1 stop20h 08m
Deal found 10/30![Allegiant Air logo]()
$496
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:30 am -
1 stop7h 26m
Wed 12/26:00 am -
2 stops14h 01m
Deal found 10/26![Delta logo]()
$502
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:51 pm -
1 stop7h 08m
Tue 11/177:31 am -
1 stop7h 58m
Deal found 10/29![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/124:10 pm -
1 stop7h 25m
Mon 11/165:30 am -
2 stops9h 59m
Deal found 10/28![United Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:06 pm -
1 stop6h 55m
Sat 12/57:30 am -
2 stops12h 31m
Deal found 10/26![Delta logo]()
$507
This JetBlue deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:45 pm -
Nonstop3h 34m
Mon 11/238:00 am -
Nonstop3h 55m
Deal found 10/29![JetBlue logo]()
$657
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/33:15 pm -
2 stops8h 44m
Fri 2/55:45 am -
2 stops9h 37m
Deal found 10/27![United Airlines logo]()
$585
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 11/212:07 pm -
2 stops9h 47m
Mon 11/231:45 pm -
1 stop6h 15m
Deal found 10/28![Delta logo]()
$692
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:10 pm -
1 stop8h 36m
Mon 11/235:30 am -
2 stops9h 59m
Deal found 10/29![United Airlines logo]()
$668
Last-minute flights from Key West to BostonDiscover last-minute flight deals from Key West to Boston. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Boston. Data last updated October 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Thu 11/53:03 pm -
1 stop17h 38m
Mon 11/912:39 pm -
2 stops23h 57m
Deal found 10/26![Multiple Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 11/52:50 pm -
1 stop7h 09m
Mon 11/97:31 am -
1 stop7h 58m
Deal found 10/26![United Airlines logo]()
$468
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:46 pm -
Nonstop3h 59m
Mon 11/98:00 am -
Nonstop3h 56m
Deal found 10/26![JetBlue logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/610:14 am -
1 stop22h 05m
Mon 11/912:39 pm -
2 stops23h 57m
Deal found 10/26![Multiple Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/62:51 pm -
2 stops9h 08m
Mon 11/95:30 am -
2 stops9h 59m
Deal found 10/26![United Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Sat 11/712:39 pm -
1 stop6h 17m
Mon 11/99:26 am -
1 stop5h 40m
Deal found 10/26![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Sat 11/72:50 pm -
2 stops9h 09m
Mon 11/95:30 am -
2 stops9h 59m
Deal found 10/26![United Airlines logo]()
$814
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Mon 11/92:50 pm -
1 stop7h 09m
Fri 11/137:31 am -
1 stop7h 58m
Deal found 10/25![United Airlines logo]()
$987
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 October 30, 2026.
Search for one-way flight options from Key West to Boston. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/1310:14 am -
1 stop22h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Allegiant Air logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/1110:59 am -
1 stop23h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2910:59 am -
1 stop22h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Mon 1/1110:59 am -
1 stop22h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/210:45 am -
2 stops22h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Thu 11/53:03 pm -
1 stop17h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Allegiant Air logo]()
$154
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/87:30 am -
1 stop6h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Thu 2/259:18 am -
1 stop23h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Allegiant Air logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/241:16 pm -
2 stops43h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Wed 11/1110:04 am -
2 stops25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$168
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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $226 (Kiwi.com) |
One-way from | $124 (Kiwi.com) |
Popular in | April |
Cheapest in | March |
Average price | $558 |
Good one-way deal | $278 or less |
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 7,457,451 searches. Data last updated October 30, 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 Key West - BOS Boston Logan Intl
EYWBOS
Key West
Mon 2/8
7:30 am-2:03 pm
1 stop6h 33m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Fri 1/29
5:36 pm-9:39 am
2 stops40h 03m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Wed 11/18
1:52 pm-9:50 pm
1 stop7h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
Quickest round-trip
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Tue 1/5
12:54 pm-4:25 pm
Nonstop3h 31m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Thu 3/11
6:00 pm-12:58 am
1 stop6h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$224
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Sat 11/14
12:46 pm-4:45 pm
Nonstop3h 59m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$260
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Thu 12/3
12:05 pm-7:40 pm
1 stop7h 35m
Boston Logan Intl
Wed 12/9
5:45 am-3:26 pm
2 stops9h 41m
$272
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Sun 11/8
10:59 am-11:44 am
2 stops24h 45m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$301
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Sat 11/7
2:00 pm-9:08 pm
1 stop7h 08m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$344
Key WestBoston
EYW Key West - BOS Boston Logan Intl
EYWBOS
Key West
Sat 11/14
7:30 am-1:42 pm
1 stop6h 12m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$370
Showing 1-10 of 23 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 October.
| 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 | |
| Price Accuracy2 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
What is the cheapest month to book a flight from Key West to Boston?
Currently, March is the cheapest month in which you can book a flight from Key West to Boston (average of $292). Flying from Key West to Boston in April is currently the most expensive (average of $627). 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 EYW to BOS?
Find hourly flight availability from Key West to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Key West to Boston as you normally would.
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 October 30, 2026.
Get a feel of what it's like to fly with JetBlue and American Airlines 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.
Overall
7.1
Boarding
7.3
Comfort
7.4
Food
6.6
Crew
7.9
Entertainment
7.2
Reviews
1 / 20
8.0
ExcellentWei,Feb 2026
JFK - BOS
Overall
7.1
Boarding
7.3
Comfort
7.4
Food
6.6
Crew
7.9
Entertainment
7.2
Reviews
1 / 20
8.0
ExcellentWei,Feb 2026
JFK - BOS
Overall
7.1
Boarding
7.3
Comfort
7.4
Food
6.6
Crew
7.9
Entertainment
7.2
Reviews
1 / 20
8.0
ExcellentWei,Feb 2026
JFK - 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
Randolph
Concord
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Top 2 airlines flying from Key West to Boston
Discover the top 2 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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$476 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$301 | Average$388 | FlexibilityNo cancel fee | On-time71% |