$124 Cheap Flights from Boston (BOS) to Key West (EYW)

View $124 flight on Wed, Oct 22, 2025Opens in a new window

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

Find available prices by choosing your travel dates.

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

Prices were available within the past 7 days and start at $124 for one-way flights and $242 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Sun, Oct 12 - Tue, Oct 21
BOS
Boston
EYW
Key West
$242 Roundtrip, found 6 hours ago
$242
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sun, Oct 12 from Boston to Key West, returning Tue, Oct 21, priced at $242 found 6 hours ago
Delta
Wed, Sep 3 - Wed, Sep 10
BOS
Boston
EYW
Key West
$247 Roundtrip, found 6 hours ago
$247
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Sep 3 from Boston to Key West, returning Wed, Sep 10, priced at $247 found 6 hours ago
JetBlue Airways
Sat, Oct 11 - Sun, Oct 12
BOS
Boston
EYW
Key West
$257 Roundtrip, found 6 hours ago
$257
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Oct 11 from Boston to Key West, returning Sun, Oct 12, priced at $257 found 6 hours ago
Delta
Mon, Sep 22 - Fri, Sep 26
BOS
Boston
EYW
Key West
$277 Roundtrip, found 7 hours ago
$277
Roundtrip
found 7 hours ago
Select Delta flight, departing Mon, Sep 22 from Boston to Key West, returning Fri, Sep 26, priced at $277 found 7 hours ago
Delta
Thu, Sep 4 - Wed, Sep 10
BOS
Boston
EYW
Key West
$297 Roundtrip, found 3 hours ago
$297
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Sep 4 from Boston to Key West, returning Wed, Sep 10, priced at $297 found 3 hours ago
American Airlines
Thu, Sep 4 - Wed, Sep 10
BOS
Boston
EYW
Key West
$307 Roundtrip, found 3 hours ago
$307
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Sep 4 from Boston to Key West, returning Wed, Sep 10, priced at $307 found 3 hours ago
JetBlue Airways
Mon, Nov 17 - Fri, Nov 21
BOS
Boston
EYW
Key West
$307 Roundtrip, found 4 hours ago
$307
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Mon, Nov 17 from Boston to Key West, returning Fri, Nov 21, priced at $307 found 4 hours ago
JetBlue Airways
Thu, Sep 4 - Wed, Sep 10
BOS
Boston
EYW
Key West
$310 Roundtrip, found 3 hours ago
$310
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Boston to Key West, returning Wed, Sep 10, priced at $310 found 3 hours ago
United
Tue, May 27 - Fri, May 30
BOS
Boston
EYW
Key West
$317 Roundtrip, found 3 hours ago
$317
Roundtrip
found 3 hours ago
Select United flight, departing Tue, May 27 from Boston to Key West, returning Fri, May 30, priced at $317 found 3 hours ago
Breeze Airways
Wed, Aug 20 - Fri, Sep 5
PSM
Portsmouth
EYW
Key West
$427 Roundtrip, found 4 days ago
$427
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Aug 20 from Portsmouth to Key West, returning Fri, Sep 5, priced at $427 found 4 days ago

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from BOS to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from BOS to EYW?
The cheapest flights from BOS to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
Fly nonstop from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW) on a JetBlue Airways flight.
What is the cheapest airline that flies from BOS to EYW?
With prices as low as $191 for a one-way flight from BOS to EYW, JetBlue Airways is currently the cheapest airline on this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from BOS on April 28 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
On average, you can choose from 6 direct flights each week from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW). For more flexibility, consider flights with layovers. Just enter your dates on Expedia and then set the filters to include one stop or more.
What are the most popular departure times for flights from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
More travelers fly between BOS and EYW at 8 AM than at any other time of day. Looking to skip the crowds? Pick a flight outside the busiest times and it’s possible you’ll save on your fare as well.
What day of the week has the most flights from BOS to EYW?
Jet off on a Saturday if you’re looking for the largest selection of flights from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW).
What is the earliest flight from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
The earliest flight taking off from Logan Intl. Airport (BOS) is at around 8:50AM UTC-5. Hop on this flight and you’ll land at Key West Intl. Airport (EYW) at approximately 12:41PM UTC-5. The entire trip takes 3h 51m.
How long does it take to fly from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
Flights from BOS to EYW have an average travel time of 3 hours and 51 minutes. The total distance between these two airports is 1,400 mi.
What is the best time to fly from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
Choose a flight from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Key West from Logan Intl. Airport (BOS)?
If you’ve booked a direct flight from Logan Intl. Airport (BOS) to Key West, Key West Intl. Airport (EYW) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW) last-minute?
Booking your ticket from BOS to EYW right before your journey is usually more expensive. But if there’s some wiggle room with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book a BOS to EYW flight and hotel package?
Booking a BOS to EYW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Select from our extensive range of hotels and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Key West Intl. Airport (EYW)?
If you reserved your BOS to EYW 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 fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.
*Available to One Key members.