$60 Cheap Flights from Fort Myers (RSW) to Boston (BOS)

Popular airlines from Southwest Florida Intl. Airport (RSW) to Logan International Airport (BOS)

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Cheap Flights from Fort Myers to Boston (RSW-BOS)

Prices were available within the past 7 days and start at $60 for one-way flights and $127 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Delta
JetBlue Airways
Spirit Airlines
JetBlue Airways
Delta
JetBlue Airways
Delta
Southwest Airlines
American Airlines

Find the cheapest month to fly from Fort Myers (RSW) to Boston (BOS)

March is typically the cheapest month to fly

From $57 - $259 per traveler.

Graph displaying average flight prices per month

Alternative airports near Boston

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

Flights from Fort Myers (RSW) to Portsmouth (PSM)
Origin airport
Southwest Florida Intl.
Destination airport
Portsmouth Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$101
Distance
1298 mi
Average flight time
3 hours 13 mins

Fort Myers to Boston Flights

The cheapest times to fly from Fort Myers 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 Fort Myers to Boston are during the month of September. You can find some of the cheapest flights from Fort Myers to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Fort Myers to Boston

Sunday is one of the best days to book for cheap flights from Fort Myers 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 Fort Myers 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 Fort Myers to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $60 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 Fort Myers 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 Fort Myers 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 Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS) cost?
You can find affordable return tickets from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS) starting from $127. Book a seat and get ready to go. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a JetBlue Airways flight leaving RSW on August 19 2025 and touching down at BOS. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from RSW to BOS?
The cheapest flights from RSW 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 Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
Fly straight to Logan Intl. Airport (BOS). 3 airlines offer direct flights from Southwest Florida Intl. Airport (RSW), including:

  • JetBlue Airways
  • Delta Air Lines
  • Spirit Airlines

What is the cheapest airline that flies from RSW to BOS?
With tickets starting at $72 for a one-way flight from RSW to BOS, JetBlue Airways is currently the cheapest airline flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from RSW on September 13 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
When departing from Southwest Florida Intl. Airport (RSW), you can pick from an average of 7 daily nonstop flights to Logan Intl. Airport (BOS).
What are the most popular departure times for flights from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
The 10 AM departures from RSW to BOS are the busiest. These flights can come with a higher price due to their popularity. If you want to save on your trip, pick a less crowded time to fly.
What day of the week has the most flights from RSW to BOS?
Fly on a Friday if you're after the largest selection of flights from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS).
What is the earliest flight from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
The earliest flight out of Southwest Florida Intl. Airport (RSW) is at around 7:00AM UTC-5. Hop on this flight and you'll reach Logan Intl. Airport (BOS) at approximately 10:06AM UTC-5. The overall travel time is 3h 6m.
How long does it take to fly from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
Flights from RSW to BOS have an average travel time of 3 hours and 7 minutes. The total distance between the two airports is 1,250 mi.
What airline has the least delays from RSW to BOS?
United Airlines has the best performance for on-time direct flights from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS), with an on-time rating of 89%. Use the Expedia App to check your flight status before you jet off and get immediate updates about any trip changes.
What is the best time to fly from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
Select a flight from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS) that leaves before 3 PM to reduce the risk of cancellations. Departures after this time are on average 22% more likely to be canceled.**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.
What airports do you fly into for Boston from Southwest Florida Intl. Airport (RSW)?
A direct flight from Southwest Florida Intl. Airport (RSW) will take you straight to one of these airports in Boston:

  • Logan Intl. Airport (BOS)
  • T.F. Green Airport (PVD)
  • Manchester-Boston Regional Airport (MHT)
  • Worcester Regional Airport (ORH)
  • Portsmouth Intl. Airport (PSM)

Is it cheaper to buy a plane ticket from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS) last-minute?
Holding off until just before your trip to book a flight from RSW to BOS often results in higher prices. While you may come across some last-minute deals, there's no guarantee. Be flexible with your itinerary to maximize your chances of landing a bargain.
Is it cheaper to book a RSW to BOS flight and hotel package?
You can save money by booking a RSW to BOS flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After choosing your ideal accommodations and flights, you can add extras such as car rentals, tours and activities.
Can I cancel or change the date of my flight from Southwest Florida Intl. Airport (RSW) to Logan Intl. Airport (BOS)?
In most cases, you can reschedule or cancel your RSW to BOS flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need more information, head to our Customer Service portal.

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