Earn 40,000 points
to find your place in the sun.
Learn moreBook cheap flights from Orlando to Boston Logan with Southwest Airlines®. It’s easy to find the Orlando International Airport to Logan International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy flying Southwest®. Have flexible travel dates? Plug them into the Low Fare Calendar and see the lowest fares available within your travel window. You may also want to browse Southwest Vacations® to see special offers and package deals on flights, hotels, rental cars, and more.
Explore your options and book your Orlando to Boston Logan flight with Southwest today!
Best Airline in the US and North America
Bags Fly Free®1
|
No Change Fees2
|
Free Entertainment
|
Fly in Comfort
|
Rapid Rewards ®
|
Sips 'n Snacks
|
Departing from: Orlando International Airport (MCO)
Arriving at: Logan International Airport (BOS)
10Daily flights |
70Weekly flights |
|
5Flights before noon |
2Flights between |
3Flights after 6pm |
Other popular flights from Orlando
| Baltimore/Washington (BWI) | Washington, D.C. (DCA) |
| Manchester, NH (MHT) | Providence (PVD) |
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest Pet Policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
At Southwest, we know it takes more than great deals on Boston Logan airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Orlando to Boston Logan the best it can be. Find out more about the Southwest Experience before you book your Orlando International Airport to Logan International Airport flight.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. And when you search for your next flight to Boston Logan, you know you won’t be surprised at checkout. Low fares, no hidden fees. That’s our Transfarency® promise. And, as always, bags fly free1. Enroll in our Click 'N Save® emails and stay up to date on our latest flight deals. Looking for tours, activities, and more hidden gems to add to your Boston Logan adventure? Explore Southwest Airlines® Experiences and earn Rapid Rewards when you book.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.