$86 Cheap flight deals from Key West (EYW) to Boston (BOS)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Key West to Boston

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.

Fri, Aug 1 - Mon, Aug 18
EYW
Key West Intl.
PVD
T.F. Green
$388 Roundtrip, found 1 day ago
$388
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 1 from Key West Intl. to T.F. Green, returning Mon, Aug 18, priced at $388 found 1 day ago

Airfares from $86 One Way, $222 Round Trip from Key West to Boston

Prices starting at $222 for return flights and $86 for one-way flights to Boston were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Aug 22 - Mon, Aug 25
EYW
Key West
PVD
Providence
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Key West to Providence, returning Mon, Aug 25, priced at $222 found 4 days ago
Fri, Aug 22 - Mon, Aug 25
EYW
Key West
PVD
Providence
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 22 from Key West to Providence, returning Mon, Aug 25, priced at $227 found 4 days ago
Wed, Aug 27 - Sun, Aug 31
EYW
Key West
BOS
Boston
$238 Roundtrip, found 5 hours ago
$238
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Aug 27 from Key West to Boston, returning Sun, Aug 31, priced at $238 found 5 hours ago
Thu, Sep 11 - Sun, Sep 14
EYW
Key West
PVD
Providence
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 11 from Key West to Providence, returning Sun, Sep 14, priced at $249 found 1 day ago
Thu, Sep 11 - Sun, Sep 14
EYW
Key West
PVD
Providence
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 11 from Key West to Providence, returning Sun, Sep 14, priced at $251 found 1 day ago

More About Flying To Boston from Key West

Route Information for Flights from Key West to Boston

Origin Airport IATA Code
EYW
Destination Airport IATA Code
BOS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Key West to Boston

Orbitz On-the-Go is your one-stop shop for discount vacation air travel. Our cutting-edge mobile tools leave you time to pack for the trip. Shop our sales on domestic flights from Key West to Boston.

Best Bargains Anywhere

Cheap vacations start at Orbitz On-the-Go. Find the best deals on international flights from Key West to Boston.

Complete Travel Planning

Your phone becomes a full-service vacation travel agency with Orbitz mobile phone apps. From reservations to arrivals, every detail is in the palm of your hand. Book budget flights from Key West to Boston; add a car and hotel, share your itinerary and keep up with changes. Orbitz apps cover all the bases for you.

Totally Stress-Free

Free Alerts from Orbitz On-the-Go keep your vacation free from worry. Free Alerts updates you the moment any changes occur. You’ll always have the most current flight, gate and baggage claim details. So sit back and enjoy your low fare on Key West to Boston flights.

More Miles Faster = Maximum Value

Orbitz On-the-Go securely stores your frequent flier and loyalty program information. Watch your miles add up when you book discount Key West to Boston flights with Orbitz. Make your vacation mileage-friendly with low cost air tickets on Key West to Boston flights. Orbitz is your destination for vacation value.

Frequently asked questions

Are there non-stop flights from Key West to Boston?
Yes, you can fly from Key West, FL (EYW-Key West Intl.) to Logan Intl. Airport with JetBlue, the only carrier offering direct flights on this route.
What is the shortest flight from Key West to Boston?
From Key West, the thrilling sights and sounds of Boston are at least 3 hours and 51 minutes away. Lock in your favorite seat, or maybe even one with a bit more legroom, and get to your destination in pure comfort.
What airlines fly from Key West to Boston most frequently?
JetBlue operates the most services from Key West to Boston, with 30 flights each month.
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 2021 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 from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.