$105+ Cheap flights from Massachusetts to Key West (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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Massachusetts 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.Cheap flight deals from Massachusetts to Key West
Keep the following information in mind while searching for Massachusetts to Key West flight deals. Data was last updated marzo 31, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (American Airlines) |
One-way from | $105 (American Airlines) |
Popular in | April |
Cheapest in | September |
Average price | $509 |
Good round-trip deal | $417 or less |
Good one-way deal | $143 or less |
Find flight deals from Massachusetts to Key West
Cheapest flights from Massachusetts to Key WestExplore the most affordable flight options available from Massachusetts to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 31, 2025.
Explore the most affordable flight options available from Massachusetts to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 31, 2025.
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
This American Airlines deal was found by Cheapflights users on 3/31. 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.
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 3/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts 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 marzo 31, 2025.
Use the filters below to find and compare flights from Massachusetts to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
HartfordKey West
BDL - EYW
BDLEYW
Hartford Bradley Intl
vie. 5/9
10:05 am-4:40 pm
1 stop6h 35m
Key West
mar. 5/13
5:30 pm-11:13 pm
1 stop5h 43m
AlbanyKey West
ALB - EYW
ALBEYW
Albany Intl
sáb. 6/7
7:19 am-1:57 pm
1 stop6h 38m
Key West
mié. 6/11
4:54 pm-10:23 pm
1 stop5h 29m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
mié. 5/28
11:00 am-3:16 pm
1 stop28h 16m
Key West
lun. 6/2
10:23 am-11:29 pm
2 stops37h 06m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
lun. 4/28
8:05 am-1:44 pm
1 stop5h 39m
Key West
mié. 5/7
11:28 am-6:35 pm
2 stops7h 07m
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
jue. 6/19
1:49 pm-12:06 pm
2 stops22h 17m
Key West
mié. 6/25
1:00 pm-12:52 pm
2 stops23h 52m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
dom. 4/20
8:56 am-3:34 pm
1 stop6h 38m
Key West
jue. 4/24
5:39 pm-8:36 am
2 stops14h 57m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
dom. 6/8
7:00 am-12:53 pm
1 stop5h 53m
Key West
mié. 6/11
2:12 pm-10:24 pm
1 stop8h 12m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
vie. 4/4
10:45 am-5:15 pm
1 stop6h 30m
Key West
mar. 4/8
7:00 am-1:42 pm
1 stop6h 42m
HartfordKey West
BDL - EYW
BDLEYW
Hartford Bradley Intl
mar. 4/29
6:00 am-3:04 pm
2 stops9h 04m
Key West
jue. 5/1
6:45 pm-11:59 pm
3 stops29h 14m
BostonKey West
BOS - EYW
BOSEYW
Boston Logan Intl
dom. 6/1
6:10 am-12:15 pm
1 stop6h 05m
Key West
vie. 6/6
6:45 pm-12:29 am
1 stop5h 44m
Best time to book a flight from Massachusetts to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Massachusetts with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Key West
What is the cheapest month to book a flight from Massachusetts to Key West?
Currently, August is the cheapest month in which you can book a flight from Massachusetts to Key West (average of $328). Flying from Massachusetts to Key West in March is currently the most expensive (average of $493). 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 MA to EYW?
Find hourly flight availability from Massachusetts 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 marzo 31, 2025.
When flying from Massachusetts 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.
Weekly flight availability from Massachusetts to Key West
Explore weekly flight availability from Massachusetts to Key West. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated marzo 31, 2025.
The most flights from USMA to EYW are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
Rainfall in Key West by month
Plan your trip to Key West by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.
Temperature in Key West by month
Plan your trip to Key West by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).
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 marzo 31, 2025.
See what other customers who have flown with Breeze Airways, Alaska Airlines and Delta from Massachusetts to Key West have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Comfort
Boarding
Entertainment
Crew
Food
Overall
Reviews
Dena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Massachusetts 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 Massachusetts to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Massachusetts to Key West
Discover the top 5 airlines that operate flights from Massachusetts 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 marzo 31, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$102 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$210 | Average$538 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$216 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$382 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$405 | FlexibilityNo cancel fee | On-time71% |