$119 Cheap Flights from Key West (EYW) to Boston (BOS)

View $119 flight on Sat, Jan 17, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $119 for one-way flights and $171 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Oct 8 - Mon, Oct 13
EYW
Key West
BOS
Boston
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 8 from Key West to Boston, returning Mon, Oct 13, priced at $171 found 5 days ago
American Airlines
Thu, Sep 11 - Fri, Sep 12
EYW
Key West
BOS
Boston
$195 Roundtrip, found 6 days ago
$195
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 11 from Key West to Boston, returning Fri, Sep 12, priced at $195 found 6 days ago
American Airlines
Fri, Oct 24 - Mon, Nov 3
EYW
Key West
BOS
Boston
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Oct 24 from Key West to Boston, returning Mon, Nov 3, priced at $206 found 5 days ago
Delta
Fri, Dec 5 - Tue, Dec 9
EYW
Key West
BOS
Boston
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Dec 5 from Key West to Boston, returning Tue, Dec 9, priced at $207 found 5 days ago
Delta
Wed, Oct 8 - Mon, Oct 13
EYW
Key West
BOS
Boston
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 8 from Key West to Boston, returning Mon, Oct 13, priced at $209 found 5 days ago
United
Fri, Dec 5 - Tue, Dec 9
EYW
Key West
BOS
Boston
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Select United flight, departing Fri, Dec 5 from Key West to Boston, returning Tue, Dec 9, priced at $210 found 5 days ago
Delta
Fri, Dec 5 - Tue, Dec 9
EYW
Key West
BOS
Boston
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Dec 5 from Key West to Boston, returning Tue, Dec 9, priced at $217 found 5 days ago
American Airlines
Wed, Oct 8 - Mon, Oct 13
EYW
Key West
BOS
Boston
$225 Roundtrip, found 5 days ago
$225
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 8 from Key West to Boston, returning Mon, Oct 13, priced at $225 found 5 days ago
Spirit Airlines
Fri, Dec 5 - Wed, Dec 10
EYW
Key West
BOS
Boston
$251 Roundtrip, just found
$251
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Dec 5 from Key West to Boston, returning Wed, Dec 10, priced at $251 just found
JetBlue Airways
Fri, Oct 24 - Mon, Oct 27
EYW
Key West
BOS
Boston
$277 Roundtrip, found 9 hours ago
$277
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Fri, Oct 24 from Key West to Boston, returning Mon, Oct 27, priced at $277 found 9 hours ago

Find the cheapest month to fly from Key West (EYW) to Boston (BOS)

September is typically the cheapest month to fly

From $170 - $457 per traveler.

Graph displaying average flight prices per month

Alternative airports near Boston

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

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $252
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $252
Flights from Key West (EYW) to Boston (BOS)
Origin airport
Key West Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Spirit Airlines, United
Roundtrip price
$170
Distance
1374 mi

Key West to Boston Flights

The cheapest times to fly from Key West to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Key West to Boston are during the month of October. You can find some of the cheapest flights from Key West to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Key West to Boston

Sunday is one of the best days to book for cheap flights from Key West to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Key West to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Key West to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $119 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Key West to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Key West to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS) cost?
Grab a cheap one-way flight from $119 or cheap return flight from $171 from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
The cheapest month to fly from EYW to BOS is October, when demand is low. Off-peak season is generally when airlines offer lower prices between these airports.
Which airlines fly direct from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
Hop on a direct flight with JetBlue Airways and head straight from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS).
What is the cheapest airline that flies from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
American Airlines and JetBlue Airways are some well-known airlines offering reasonable fares. Remember that flight prices from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS) can vary based on demand, seasonality and time of booking. With Expedia's filter tool, you can easily find an EYW to BOS flight that suits your plans and budget.
How many flights per day from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
On average you can take your pick of 6 direct flights each week from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS). To increase your travel options, consider taking a flight with a layover. Simply enter your details on Expedia and then set the filter tool to include one or more stops.
What are the most popular departure times for flights from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
More travelers fly between EYW and BOS at 1 PM than at any other point in the day. Rather skip the crowds? Pick a flight outside the busiest times and you're likely to save on your ticket as well.
What day of the week has the most flights from EYW to BOS?
Jet off on a Saturday if you're after the biggest selection of flights from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS).
What is the earliest flight from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
Catch the earliest flight at around 12:55PM UTC-5, departing from Key West Intl. Airport (EYW). You'll be in the air for roughly 3h 34m, touching down at Logan Intl. Airport (BOS) at approximately 4:29PM UTC-5.
How long does it take to fly from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
Flights from EYW to BOS have an average travel time of 3 hours and 31 minutes. The total distance between the two is 1,400 mi.
What is the best time to fly from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
Opt for a flight from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**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 Boston from Key West Intl. Airport (EYW)?
Logan Intl. Airport (BOS) is the only airport in Boston with direct flights from Key West Intl. Airport (EYW). Explore the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS) last-minute?
Booking your ticket from EYW to BOS shortly before your trip is typically more expensive. But if there's some wiggle room with your schedule, you could snag a cheap last-minute fare.
Is it cheaper to book an EYW to BOS flight and hotel package?
Compared with arranging flights and hotels separately, booking an EYW to BOS flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one easy place will take the stress out of travel planning. Just secure your flights and select from our wide range of hotels, then tailor your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Key West Intl. Airport (EYW) to Logan Intl. Airport (BOS)?
In most instances, you can reschedule or cancel your EYW to BOS flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you need further information, visit our Customer Service portal.

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*Available to One Key members.