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Cheap Flights from Boston (BOS) to Key West (EYW)

Flight 1

Popular airlines from Logan International Airport (BOS) to Key West Intl. Airport (EYW)

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Cheap Flights from Boston (BOS) to Key West (EYW)

Prices were available within the past 7 days and start at for one-way flights and £370 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri, 1 Jan - Fri, 8 Jan
BOS
Boston
EYW
Key West
£370 Return, found 1 day ago
£370
Return
found 1 day ago
Select JetBlue Airways flight, departing Fri, 1 Jan from Boston to Key West, returning Fri, 8 Jan, priced at £370 found 1 day ago
JetBlue Airways
Thu, 24 Dec - Thu, 31 Dec
BOS
Boston
EYW
Key West
£783 Return, found 2 days ago
£783
Return
found 2 days ago
Select JetBlue Airways flight, departing Thu, 24 Dec from Boston to Key West, returning Thu, 31 Dec, priced at £783 found 2 days ago

Frequently asked questions

How much does a flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) cost?
You can find one-way and return flights from BOS to EYW with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when BOS to EYW ticket fares go up or down.
What is the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
September is typically the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.), with average return fares around £236. September often sees lower prices because it falls outside of peak travel seasons, making it a great time to find deals. January and August are also good months to find deals on this route.
Which airlines fly direct from Boston, MA (BOS) to Key West, FL (EYW)?
Enter BOS to EYW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
JetBlue Airways is one of the cheapest airlines offering nonstop return flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.), with tickets starting from around £109 for flights that can be booked for departure within the next year. Spirit Airlines offers one of the cheapest connecting return flights on this route, with tickets starting from around £121. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
To find a cheap flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
The best airline to fly with from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) will differ from traveler to traveler. If you like to fly early, JetBlue Airways offers early morning flights. If price is the most important factor, JetBlue Airways typically offers the lowest fares. American Airlines offers the most daily flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
The best time to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) is typically September or January. These months offer a great balance, with prices around £236 for a return flight. While these might be the cheapest months, you'll still find plenty of flight options to choose from. September offers a chance to visit Key West after the summer rush, and January provides a warm escape from the Canadian winter. If you're flexible, these months give you both affordable fares and excellent flight schedules to work with.
How many flights per day from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
While direct flights are rare, you'll find approximately 50 connecting flights per day from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.). This gives you plenty of options to choose from. Some common connection points include Ronald Reagan Washington National (DCA), O'Hare Intl. (ORD), and Hartsfield-Jackson Atlanta Intl. (ATL).
What is the earliest flight from Boston, MA (BOS) to Key West, FL (EYW)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from Boston, MA (BOS) to Key West, FL (EYW). To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
You'll typically find the most flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) on a Thursday, with around 37 flights available. This gives you a good selection of options for your journey. Major airlines on this route include American Airlines, Delta, and United. Flight schedules are quite consistent throughout the week, so you'll have plenty of choices regardless of your travel day.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
The most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, JetBlue Airways and United, offer flights during this window. Many travellers prefer this because it allows for an early start to your trip, giving you more time to enjoy your destination upon arrival.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
Direct flights from BOS to EYW usually take about 4 hours, traveling roughly 2,213 kilometers. If you opt for a connecting flight, expect to add around 1 hour 50 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
Yes, you can fly business class or first class between BOS and EYW. You can fly business class with Delta.First class cabins are available on Spirit Airlines, Delta, United, and American Airlines.
How do I earn miles on a Boston, MA (BOS) to Key West, FL (EYW) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS) to Key West, FL (EYW) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Boston, MA (BOS) to Key West, FL (EYW) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS) to Key West, FL (EYW) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Boston, MA (BOS) to Key West, FL (EYW) flight and hotel package?
Securing a Boston, MA (BOS) to Key West, FL (EYW) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
If you booked your Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Logan Intl.
Destination airport
Key West Intl.
Return price
£369
Distance
2199 km

Book with confidence

Compare flights from Boston to Key West easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Boston to Key West. Operating between them flights per day, 2 airlines cover the route. And fly direct, getting you to Key West Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Logan Intl. to Key West Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Logan Intl. (BOS) to Key West Intl. (EYW)

The easiest way to view the best deals on flights from Boston to Key West today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Logan Intl. to Key West Intl. start at just £370 and range up to £783.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Boston and Key West
  • booking your flight during January, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Boston to Key West flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Logan Intl. to Key West Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Boston to Key West easily and book with confidence

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*Available to Expedia members.