$50 Cheap Flights from Orlando (ORL) to Boston (BOS)

View $50 flight on Tue, May 20, 2025Opens in a new window

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

Find available prices by choosing your travel dates.

Cheap Flights from Orlando to Boston (ORL-BOS)

Prices were available within the past 7 days and start at $50 for one-way flights and $90 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, May 13 - Tue, May 20
MCO
Orlando
BOS
Boston
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 13 from Orlando to Boston, returning Tue, May 20, priced at $90 just found
Frontier Airlines
Tue, May 20 - Wed, May 28
MCO
Orlando
BOS
Boston
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando to Boston, returning Wed, May 28, priced at $100 found 1 hour ago
Spirit Airlines
Wed, Oct 8 - Wed, Oct 15
MCO
Orlando
BOS
Boston
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Oct 8 from Orlando to Boston, returning Wed, Oct 15, priced at $100 just found
Frontier Airlines
Tue, May 20 - Mon, Jun 2
MCO
Orlando
BOS
Boston
$101 Roundtrip, just found
$101
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 20 from Orlando to Boston, returning Mon, Jun 2, priced at $101 just found
Frontier Airlines
Tue, May 13 - Tue, May 20
MCO
Orlando
BOS
Boston
$101 Roundtrip, just found
$101
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 13 from Orlando to Boston, returning Tue, May 20, priced at $101 just found
Breeze Airways
Sat, May 31 - Sat, Jun 28
MCO
Orlando
PSM
Portsmouth
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, May 31 from Orlando to Portsmouth, returning Sat, Jun 28, priced at $102 just found
Frontier Airlines
Tue, May 20 - Fri, May 23
MCO
Orlando
BOS
Boston
$105 Roundtrip, found 2 hours ago
$105
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, May 20 from Orlando to Boston, returning Fri, May 23, priced at $105 found 2 hours ago
Spirit Airlines
Fri, May 23 - Fri, May 30
MCO
Orlando
BOS
Boston
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 23 from Orlando to Boston, returning Fri, May 30, priced at $106 just found
United
Tue, Jun 3 - Wed, Jun 11
MCO
Orlando
BOS
Boston
$192 Roundtrip, found 1 hour ago
$192
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Jun 3 from Orlando to Boston, returning Wed, Jun 11, priced at $192 found 1 hour ago
Delta
Wed, Oct 8 - Wed, Oct 15
MCO
Orlando
BOS
Boston
$227 Roundtrip, just found
$227
Roundtrip
just found
Select Delta flight, departing Wed, Oct 8 from Orlando to Boston, returning Wed, Oct 15, priced at $227 just found

Frequently asked questions

How much does a flight from Orlando Executive Airport (ORL) to Logan Intl. Airport (BOS) cost?
Discover the latest flight deals from ORL to BOS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORL to BOS?
The cheapest flights from ORL to BOS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 ORL to BOS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORL to BOS. Sort your results by “Price (lowest to highest)” to snap up a great deal.
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.
*Available to One Key members.