Flights from Key West to Massachusetts

Flight deals from Key West to Massachusetts

Looking for cheap tickets from Key West to Massachusetts, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Boston.R 1,538 per passenger.Departing Tue, 24 Mar.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Key West International on Tue, 24 Mar, arriving in Boston Logan International.Price includes taxes and charges.From R 1,538, select.

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Flying from Key West to Massachusetts

Arm yourself with these facts on the fly.

Cheapest flight found	R 1,539
Cheapest month to fly	March
Average flight time	3 hrs, 36 mins
Cheapest airport to fly from	Key West International
Most popular airline	Qatar Airways

How to find cheap flights from Key West to Massachusetts

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Key West to Massachusetts. Other savvy travellers recently found return flights from R 3,269 and one-way tickets from R 1,539 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Key West International into Boston Logan International

At the moment, the lowest priced flight tickets to Massachusetts are from Key West International Airport to Boston Logan International Airport.

Fly in April

We crunched the flight calendar and found the cheapest time to fly from Key West to Massachusetts is currently April.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Key West to anywhere you choose in Massachusetts.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Key West to Massachusetts go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Massachusetts to Massachusetts flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

What's the average Key West to Massachusetts flight price?

We looked at all of the upcoming return flights from Key West to Massachusetts we could find over the next 12 months. It looks like R 3,269 is the best price. This is good, compared to the average Massachusetts ticket price of R 3,269.

What is the cheapest month to fly from Key West to Massachusetts?

The cheapest month to fly from Key West to Massachusetts is currently April.

Which upcoming date is cheapest to fly from Key West to Massachusetts on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Key West to Massachusetts on Thursday, 16 April 2026.

Are there any direct flights from Key West to Massachusetts?

Currently, there aren't any direct flights from Key West to Massachusetts, but you can still fly with a stopover.

If I'm flying from Key West, where in Massachusetts is cheapest to fly into?

If you're flying from Key West, the cheapest city in Massachusetts to fly into is Boston. The cheapest airport serving Boston at the moment is Boston Logan International.