$101 Cheap flight deals from Key West (EYW) to Boston (BOS)

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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, Sep 19 - Sat, Sep 20
EYW
Key West Intl.
BOS
Logan Intl.
$331 Roundtrip, found 2 hours ago
$331
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Sep 19 from Key West Intl. to Logan Intl., returning Sat, Sep 20, priced at $331 found 2 hours ago

Airfares from $101 One Way, $211 Round Trip from Key West to Boston

Prices starting at $211 for return flights and $101 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.

Thu, Oct 9 - Mon, Oct 13
EYW
Key West
BOS
Boston
$211 Roundtrip, found 2 hours ago
$211
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Oct 9 from Key West to Boston, returning Mon, Oct 13, priced at $211 found 2 hours ago
Sat, Oct 18 - Mon, Oct 20
EYW
Key West
BOS
Boston
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Oct 18 from Key West to Boston, returning Mon, Oct 20, priced at $211 found 4 days ago
Thu, Oct 16 - Mon, Oct 20
EYW
Key West
BOS
Boston
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Oct 16 from Key West to Boston, returning Mon, Oct 20, priced at $221 found 1 day ago
Thu, Oct 2 - Tue, Oct 7
EYW
Key West
BOS
Boston
$231 Roundtrip, found 4 days ago
$231
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 2 from Key West to Boston, returning Tue, Oct 7, priced at $231 found 4 days ago
Fri, Nov 7 - Mon, Nov 10
EYW
Key West
BOS
Boston
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Nov 7 from Key West to Boston, returning Mon, Nov 10, priced at $247 found 2 days 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

If you are looking online for bargain Key West to Boston flights, Orbitz is your ideal destination. We understand that vacations can be expensive and offer guaranteed low prices on our domestic and international tickets.

Orbitz Uses Cutting-Edge Mobile Tools

Orbitz may offer low cost Key West to Boston flights but this does not mean that we skimp on giving you the latest mobile apps. You don’t have to worry about checking your flight status as we send the info for your flights from Key West to Boston directly to your smartphone.

Fly Cheap and Earn Miles on Your Key West to Boston Flights

Frequent flyer miles and points are great—and even better when you earn them on cheap flights from Key West to Boston. With Orbitz, you can earn miles for your frequent flyer program on qualified flights. Enter your frequent flyer number when you book with us to get rewarded for your flight.

Orbitz Takes the Hassle Out Of Flying

We know that flying can be stressful, particularly if you are traveling with young children. That’s why we make sure you are aware of any changes or delays to your flights from Key West to Boston via your phone or email address. We can even inform family members too.

Orbitz Flights Fit Around Your Lifestyle

Orbitz understands that you don’t necessarily want to fly at 5:00 a.m—and that sometimes you do. This is why we allow you to find the best Key West to Boston flights at the times you want with ease.

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.