£80 Cheap Flights from Boston (BOS) to Key West (EYW)

View £80 flight on Sun, 17 May 2026Opens in a new window

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 £80 for one-way flights and £160 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 15 May - Tue, 2 Jun
BOS
Boston
EYW
Key West
£160 Return, found 5 days ago
£160
Return
found 5 days ago
Select Delta flight, departing Fri, 15 May from Boston to Key West, returning Tue, 2 Jun, priced at £160 found 5 days ago
Delta
Tue, 19 May - Tue, 2 Jun
BOS
Boston
EYW
Key West
£193 Return, found 5 days ago
£193
Return
found 5 days ago
Select Delta flight, departing Tue, 19 May from Boston to Key West, returning Tue, 2 Jun, priced at £193 found 5 days ago
Delta
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£198 Return, found 5 days ago
£198
Return
found 5 days ago
Select Delta flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £198 found 5 days ago
United
Mon, 25 May - Wed, 10 Jun
BOS
Boston
EYW
Key West
£223 Return, found 6 days ago
£223
Return
found 6 days ago
Select United flight, departing Mon, 25 May from Boston to Key West, returning Wed, 10 Jun, priced at £223 found 6 days ago
American Airlines
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£227 Return, found 5 days ago
£227
Return
found 5 days ago
Select American Airlines flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £227 found 5 days ago
Delta
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£228 Return, found 5 days ago
£228
Return
found 5 days ago
Select Delta flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £228 found 5 days ago
Delta
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£231 Return, found 5 days ago
£231
Return
found 5 days ago
Select Delta flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £231 found 5 days ago
Delta
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£235 Return, found 5 days ago
£235
Return
found 5 days ago
Select Delta flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £235 found 5 days ago
American Airlines
Sun, 17 May - Thu, 4 Jun
BOS
Boston
EYW
Key West
£246 Return, found 5 days ago
£246
Return
found 5 days ago
Select American Airlines flight, departing Sun, 17 May from Boston to Key West, returning Thu, 4 Jun, priced at £246 found 5 days ago
United
Mon, 25 May - Wed, 10 Jun
BOS
Boston
EYW
Key West
£254 Return, found 6 days ago
£254
Return
found 6 days ago
Select United flight, departing Mon, 25 May from Boston to Key West, returning Wed, 10 Jun, priced at £254 found 6 days ago

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city centre is 8 minutes. Flights from £272
EYW
Key West Intl.
CheapestClosest
Average driving time to city centre8 min
Flights from £272

Frequently asked questions

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 of approximately £439. This is about 21% lower than the average price throughout the year. September often sees lower prices as it's outside the peak summer travel season and before the busy holiday period, leading to reduced demand. Other cheap months to fly from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) include January and August.
Which airlines fly direct from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
Enter BOS to EYW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
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.) (BOS) to Key West, FL (EYW-Key West Intl.) (EYW) will differ from traveller to traveller. If you like to fly early, B6 offers early morning flights. If price is the most important factor, B6 typically offers the lowest fares. AA offers the most daily flights from Boston, MA (BOS-Logan Intl.) (BOS) to Key West, FL (EYW-Key West Intl.) (EYW), which is brilliant 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.) for a good balance of price and availability is typically September or January. Based on booking data from the past year, you can expect return flights to be around £439 during these months. While these might not be the absolute busiest travel times, they offer a great opportunity to visit Key West without breaking the bank, and you'll still find plenty of flight options to suit your schedule.
How many flights per day from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
There are approximately 58 connecting flights per day from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.). Some common connection points include Ronald Reagan Washington National (DCA), LaGuardia (LGA), and O'Hare Intl. (ORD).
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.)?
The earliest flight from Boston, MA (BOS-Logan Intl.) (BOS) to Key West, FL (EYW-Key West Intl.) (EYW) typically departs at approximately 5:00 AM local time, operated by American Airlines. This is a seasonal service active in May, June, July, and August. An early departure like this can help you maximise your time at your destination. To compare early flights on Expedia, select 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 find the most flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) on a Friday, with around 38 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta Air Lines, and United Airlines. Friday offers notably more flight options compared to other days of the week.
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. About 52% of passengers prefer this time window. Many major carriers, including American Airlines, JetBlue Airways and United Airlines, offer flights during this window. This timing works well because you can get an early start to your travel day and arrive in Key West with plenty of time to enjoy your destination.
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 1,375 miles. If you opt for a connecting flight, expect to add around 3 hours 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.)?
Select the "Business class" and "First class" filters when looking for BOS to EYW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) 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.
What airports do you fly into for Key West from Logan Intl. (BOS)?
If you're planning to travel to Key West from Logan Intl. (BOS), you can fly directly into Key West Intl. (EYW) Some flights may connect through major hubs like Liberty Intl. (EWR), Washington Dulles Intl. (IAD), O'Hare Intl. (ORD) before reaching Key West. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) 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-Logan Intl.) to Key West, FL (EYW-Key West Intl.) flight and hotel package?
Securing a Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) 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
£160
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, 20 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 £160 and range up to £254.  

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 May, 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.