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

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

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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 $238
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $238

Frequently asked questions

How much does a flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) cost?
You can find cheap one-way flights and cheap return flights Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) with Expedia. One-way flights generally range between $108 and $865, and roundtrip flights usually range from $219 to $3111. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
January is the cheapest month to fly from Orlando (ORL) to Boston (BOS), with average return fares around $222. This is about 17% lower than the average price throughout the year, as demand typically decreases after the holiday season. February and March are also good months to find budget-friendly fares.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
Enter ORL to BOS and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
Sun Country Airlines is one of the cheapest airlines offering connecting flights from Orlando Executive (ORL) to Logan Intl. (BOS), with round-trip tickets starting from around $276. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
To find a cheap flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
The best airline to fly with from Orlando, FL (ORL) to Boston, MA (BOS) will differ from traveler to traveler. If you like to fly early, Frontier Airlines offers early morning flights. If price is the most important factor, MX typically offers the lowest fares. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
When traveling from Orlando (ORL) to Boston (BOS), January and February are your best options. Return flights average around $222, making these months budget-friendly. January is typically less crowded, while February offers a chance to enjoy Boston's winter charm.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
The earliest flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) usually departs at around 5:00 AM, operated by American Airlines. This service is seasonal and active in July. An early flight gives you a head start on your day in Boston. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
The most popular departure times for flights from Orlando, FL (ORL) to Boston, MA (BOS) are in the early morning, from 6am to 9am. About 30% of passengers prefer this time window. Many major carriers, including American Airlines, Delta, and United Airlines, offer flights during this window. This timing is favored because it lets you make the most of your day in Boston upon arrival.
Can you fly business or first class from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
Business class seats are offered on the ORL to BOS route with JetBlue Airways.First class cabins are available on:

  • Delta Air Lines
  • United Airlines
  • American Airlines
  • Spirit Airlines

How much is a business class flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
A direct, return business class ticket from Orlando, FL (ORL) to Boston, MA (BOS) typically costs between $1,037 - $1,393. A non-stop, one-way business class flight is usually around $458 - $868. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) flight with Expedia?
It's easy to earn miles on a Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Boston from ORL (ORL)?
If you're planning to travel to Boston from ORL (ORL), you can fly into Logan Intl. (BOS) Some flights may connect through major hubs like Hartsfield-Jackson Atlanta Intl. (ATL), John F. Kennedy Intl. (JFK), Norfolk Intl. (ORF) before reaching Boston. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) at the last minute?
Typically, booking a last minute flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) flight and hotel package?
Securing a Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) Boston Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.)?
If you booked your Orlando, FL (ORL-Orlando Executive) to Boston, MA (BOS-Logan Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Orlando Executive
Destination airport
Logan Intl.
Distance
1115 mi

Book with confidence

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 2026. 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.

 

Orlando to Boston Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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