$99 Cheap flight deals from Boston (BOS) to Key West (EYW)

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This Weekend's Flight Deals from Boston to Key West

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 28 - Wed, May 1
BOS
Logan Intl.
EYW
Key West Intl.
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Apr 28 from Logan Intl. to Key West Intl., returning Wed, May 1, priced at $288 found 1 day ago
Sun, Apr 28 - Wed, May 8
ORH
Worcester Regional
EYW
Key West Intl.
$354 Roundtrip, found 5 days ago
$354
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Apr 28 from Worcester Regional to Key West Intl., returning Wed, May 8, priced at $354 found 5 days ago
Sat, Apr 27 - Mon, Apr 29
PVD
T.F. Green
EYW
Key West Intl.
$375 Roundtrip, found 10 hours ago
$375
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Apr 27 from T.F. Green to Key West Intl., returning Mon, Apr 29, priced at $375 found 10 hours ago

Airfares from $99 One Way, $214 Round Trip from Boston to Key West

Prices starting at $214 for return flights and $99 for one-way flights to Key West were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 1 - Thu, May 2
BOS
Boston
EYW
Key West
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 1 from Boston to Key West, returning Thu, May 2, priced at $214 found 1 day ago
Wed, May 1 - Thu, May 2
BOS
Boston
EYW
Key West
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 1 from Boston to Key West, returning Thu, May 2, priced at $216 found 1 day ago
Wed, May 1 - Thu, May 2
BOS
Boston
EYW
Key West
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 1 from Boston to Key West, returning Thu, May 2, priced at $218 found 1 day ago
Fri, May 3 - Wed, May 8
BOS
Boston
EYW
Key West
$236 Roundtrip, found 5 days ago
$236
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, May 3 from Boston to Key West, returning Wed, May 8, priced at $236 found 5 days ago
Tue, May 7 - Tue, May 14
BOS
Boston
EYW
Key West
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 7 from Boston to Key West, returning Tue, May 14, priced at $238 found 2 days ago

Key West economy flight packages

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

8.8/10 Excellent! (1,551 reviews)

Jun 7 - Jun 10

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
per person
What an amazing spot, the staff go out of there way to make your stay A stay. We will be going back for the 4th next spring.

Reviewed on Apr 9, 2024

Eden House
3.5-star property

Eden House

9/10 Wonderful! (1,008 reviews)

Jun 6 - Jun 11

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
Close enough, but also far away enough to Duvall St

Reviewed on Apr 4, 2024

Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (784 reviews)

Jun 7 - Jun 10

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
per person
We loved having the space of a condo, the pool was amazing, and the onsite restaurant had great food!

Reviewed on Jan 20, 2024

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Prices and availability subject to change. Additional terms may apply.

More About Flying To Key West from Boston

Route Information for Flights from Boston to Key West

Origin Airport IATA Code
BOS
Destination Airport IATA Code
EYW
Distance
1374 mi
Direct Flight Airlines
JetBlue, TAP Air Portugal
Earliest Flight Arrival
3:15PM UTC
Latest Flight Arrival
3:15PM UTC

Boston to Key West

It can be tedious to sift through pages of Internet search results to find those bargain fares on flights from Boston to Key West and hotels, but at Orbitz, everything you need is in one place. Our guaranteed low prices on Boston to Key West flights mean we are a leader when it comes to giving you great online deals on air fare and hotels.

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Low-cost Boston to Key West flights can be booked with total confidence through Orbitz every time. We also make it very easy to cancel flights or other travel arrangements online should you need to. You can also add activities and car rentals to your flight or hotel reservation for a hassle-free trip.

Frequently asked questions

Am I able to catch a flight from Boston to Key West now?
Check out our Covid-19 Travel Advisor for the most comprehensive information on quarantine requirements and travel restrictions when getting a flight from Boston to Key West.
Are there non-stop flights from Boston to Key West?
Choose your ideal travel dates, because there is. You can fly from Boston to Key West in one simple journey with JetBlue.
What is the shortest flight from Boston to Key West?
The fastest flight time from Logan Intl. Airport (BOS) to Key West Intl. Airport is 4 hours and 13 minutes, which gives you plenty of time to indulge in a tipple or get absorbed in a good movie.
What airlines fly from Boston to Key West most frequently?
JetBlue has the most flights along this route. This top-rated airline operates 30 flights from Boston, MA Airport (BOS-Logan Intl.) to Key West Intl. Airport (EYW) every month.
If I am not able to travel due to COVID-19, can I cancel my flight to Key West?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Key West have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Key West with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Key West without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you’ll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.