Cheap Flights from Orlando to Massachusetts from £44 Return

Flight deals from Orlando to Massachusetts

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

Boston.£44 per passenger.Departing Fri, 12 Dec, returning Sun, 14 Dec.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Orlando International on Fri, 12 Dec, arriving in Boston Logan International.Inbound direct flight with Frontier Airlines departs from Boston Logan International on Sun, 14 Dec, arriving in Orlando International.Price includes taxes and charges.From £44, select.

Worcester.£142 per passenger.Departing Thu, 14 May, returning Thu, 21 May.Return flight with jetBlue.Outbound direct flight with jetBlue departs from Orlando International on Thu, 14 May, arriving in Worcester.Inbound direct flight with jetBlue departs from Worcester on Thu, 21 May, arriving in Orlando International.Price includes taxes and charges.From £142, select.

Nantucket.£413 per passenger.Departing Sat, 6 Dec, returning Wed, 10 Dec.Return flight with Spirit Airlines and Cape Air.Outbound indirect flight with Spirit Airlines, departs from Orlando International on Sat, 6 Dec, arriving in Nantucket.Inbound indirect flight with Cape Air, departs from Nantucket on Wed, 10 Dec, arriving in Orlando International.Price includes taxes and charges.From £413, select.

Provincetown.£607 per passenger.Departing Fri, 19 Jun, returning Sat, 20 Jun.Return flight with jetBlue and Cape Air.Outbound indirect flight with jetBlue, departs from Orlando International on Fri, 19 Jun, arriving in Provincetown.Inbound indirect flight with Cape Air, departs from Provincetown on Sat, 20 Jun, arriving in Orlando International.Price includes taxes and charges.From £607, select.

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Flying from Orlando to Massachusetts

Arm yourself with these facts on the fly.

Cheapest flight found	£44
Cheapest month to fly	December
Average flight time	2 hrs, 55 mins
Cheapest airport to fly from	Orlando International
Most popular airline	Azul Airlines

How to find cheap flights from Orlando to Massachusetts

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Orlando to Massachusetts. Other savvy travellers recently found return flights from £44 and one-way tickets from £22 one-way. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Orlando International into Boston Logan International

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

Fly in December

We crunched the flight calendar and found the cheapest time to fly from Orlando to Massachusetts is currently December.

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 Orlando to anywhere you choose in Massachusetts.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Orlando 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 Orlando to Massachusetts flight price?

We looked at all of the upcoming return flights from Orlando to Massachusetts we could find over the next 12 months. It looks like £44 is the best price. This is good, compared to the average Massachusetts ticket price of £302.

What is the cheapest month to fly from Orlando to Massachusetts?

The cheapest month to fly from Orlando to Worcester Airport is usually May. The cheapest month to fly from Orlando to Provincetown Airport is usually June. The cheapest month to fly from Orlando to Nantucket Airport is usually December. And the cheapest month to fly from Orlando to Boston Logan International Airport is usually December.

Which upcoming date is cheapest to fly from Orlando to Massachusetts on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Orlando to Massachusetts on Friday, 12 December 2025.

Are there any direct flights from Orlando to Massachusetts?

Orlando International Airport offers direct flights to Massachusetts.

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

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