Cheap Flights from Orlando (ORL) to Boston (BOS)

Popular airlines from Orlando Executive Airport (ORL) to Logan International Airport (BOS)

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Today's featured flight deals from Orlando Executive Airport (ORL) to Logan International Airport (BOS)

Nonstop
Carry-on included
Lower price than typical

Find the cheapest month to fly from Orlando (ORL) to Boston (BOS)

January is typically the cheapest month to fly

From $50 - $283 per traveler.

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $88
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $88
Flights from Orlando (ORL) to Boston (BOS)
Origin airport
Orlando Executive
Destination airport
Logan Intl.
Distance
1115 mi

Orlando to Boston Flights

The cheapest times to fly from Orlando to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Orlando to Boston are during the month of . You can find some of the cheapest flights from Orlando to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Orlando to Boston

Sunday is one of the best days to book for cheap flights from Orlando to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Orlando to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Orlando to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Orlando to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Orlando to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) cost?
Secure a cheap one-way flight or cheap return flight from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
is the most affordable month to fly from ORL to BOS. Planning your trip for the off-season is often the key to scoring lower fares.
Which airlines fly direct from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
There's no direct route from Orlando, FL (ORL-Orlando Executive) to Logan Intl. Airport (BOS). However, there are other airports with nonstop flights. Hop on your plane at Orlando Intl. Airport (MCO) and travel straight to Boston without a layover.
What is the cheapest airline that flies from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
To find the cheapest airline that'll fly you from ORL to BOS, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
Direct flights from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORL to BOS?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* But this can vary based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
Choose a flight from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) last-minute?
Booking your flight from ORL to BOS shortly before your getaway is generally more expensive. However, if you're flexible with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book an ORL to BOS flight and hotel package?
Opting for an ORL to BOS flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our extensive range of hotels and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS)?
Typically, you can cancel or reschedule your ORL to BOS flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you need further details, visit our Customer Service portal.

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