Cheap flights from Boston to Fort Myers from $396 BOS, PSM → RSW
Logan International Airport (BOS), Pease Air Force Base (PSM) → Southwest Florida International Airport (RSW)
The cheapest return found recently is $396 with jetBlue, 17 Dec – 21 Dec, found yesterday.
- Cheapest return found recently
- $396, 17 Dec to 21 Dec
- Usual return price
- $343 to $431
- Cheapest month to fly
- January 2027, return fares from $296 found in the last 7 days
Return
The cheapest return fare on each of 6 departure dates is usually $343 to $431.
Cheapest return found recently
$396
17 Dec – 21 Dec · jetBlue
Logan International Airport (BOS) → Southwest Florida International Airport (RSW)
Leaves 10:40 a.m. · Return leaves 10:30 a.m. · 6 h 48 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Cheapest nonstop return
$396
17 Dec – 21 Dec · jetBlue
Logan International Airport (BOS) → Southwest Florida International Airport (RSW)
Leaves 10:40 a.m. · Return leaves 10:30 a.m. · 6 h 48 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Found recently, and the cheapest we hold
$396 17 Dec – 21 Decfound yesterdaySee prices for these dates
$296 7 Jan 2027 – 10 Jan 2027found 5 days agoSee prices for these dates
What have prices looked like?
Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $213 to $865.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 6 departure dates from 10 Dec to 13 Mar 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other 4-night return fares leaving within 3 days of 17 Dec to compare.
Every date we hold
9 fares on 6 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 10 Dec – 14 Dec | $399 | United Airlines | Logan International Airport (BOS) → Southwest Florida International Airport (RSW) | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| 17 Dec – 21 Dec | $396 | jetBlue | Logan International Airport (BOS) → Southwest Florida International Airport (RSW) | out nonstop, back nonstop | found yesterday | See prices for these dates |
| 29 Dec – 4 Jan 2027 | $441 | jetBlue | Logan International Airport (BOS) → Southwest Florida International Airport (RSW) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 7 Jan 2027 – 10 Jan 2027 | $296 | jetBlue | Logan International Airport (BOS) → Southwest Florida International Airport (RSW) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 28 Jan 2027 – 1 Feb 2027 | $325 | jetBlue | Logan International Airport (BOS) → Southwest Florida International Airport (RSW) | out 1 stop, back 1 stop | found 7 days ago | See prices for these dates |
| 13 Mar 2027 – 22 Mar 2027 | $555 | Breeze Airways | Pease Air Force Base (PSM) → Southwest Florida International Airport (RSW) | out nonstop, back 1 stop | found 7 days ago | See prices for these dates |
Which month looks cheapest?
January 2027 is the cheapest month — from $296.
Airlines on the cheapest dates: jetBlue, United Airlines, Breeze Airways.
Premium cabin fares from Boston to Fort Myers
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 17 Dec – 21 Dec in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Boston to Fort Myers?
Return
Fares 30 to 59 days before departure were typically 64% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $825 | $581 | +179% | 7 |
| 7–13 days | $574 | $358 | +94% | 8 |
| 14–29 days | $299 | $217 | +1% | 27 |
| 30–59 days | $296 | $213 | Cheapest seen | 28 |
| 60–89 days | $474 | $296 | +60% | 9 |
| 90–179 days | $504 | $494 | +70% | 20 |
Could a nearby airport be cheaper?
A different airport at either end can change the fare — sometimes a lot.
Return
Boston → Sarasota
101 km from Fort Myers
$176
$220 less than flying to Fort Myers
29 Jan 2027 – 1 Feb 2027 · BOS → SRQ · out nonstop, back nonstop
found yesterday
Manchester → Fort Myers
70 km from Boston
$425
$29 more than flying from Boston
10 Dec – 14 Dec · MHT → RSW · out 1 stop, back 1 stop
found yesterday
Hartford → Fort Myers
142 km from Boston
$385
$11 less than flying from Boston
22 Nov – 28 Nov · BDL → RSW · out nonstop, back nonstop
found 2 days ago
Cheapest recent price on each route — round trip, per traveler in Economy. Distances are in a straight line.
One-way
Hartford → Fort Myers
142 km from Boston
$139
22 Nov · BDL → RSW · nonstop
found 3 days ago
Cheapest recent price on each route — one way, per traveler in Economy. Distances are in a straight line.
Live price for these dates
The cheapest return found recently is for 17 Dec – 21 Dec. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a return flight from Boston to Fort Myers?
The cheapest return found recently is $396 with jetBlue, 17 Dec to 21 Dec, found yesterday. The cheapest return we hold, of any age, is $296 with jetBlue, 7 Jan 2027 to 10 Jan 2027, found 5 days ago. The cheapest return fare on each of 6 departure dates is usually $343 to $431.
What is the cheapest month to fly from Boston to Fort Myers?
January 2027 is the cheapest month for a return, from $296, 7 Jan 2027 to 10 Jan 2027, found 5 days ago.
How far ahead should I book a flight from Boston to Fort Myers?
In 49 days of prices between 24 Sept and 11 Nov, return fares 30 to 59 days before departure were typically 64% lower than 0 to 6 days before departure.
Is there a direct flight from Boston to Fort Myers?
Yes, the cheapest nonstop return found recently is $396 with jetBlue, 17 Dec to 21 Dec, found yesterday.
Which airlines have the cheapest flights from Boston to Fort Myers?
Between 10 Dec and 13 Mar 2027, jetBlue has the cheapest return on 4 of the 6 departure dates we hold, United Airlines on 1 and Breeze Airways on 1.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work