Flights Orlando (Executive) – Boston (Logan), Southwest Airlines

1 passenger, economy

Flight schedule Orlando (Executive) – Boston (Logan), Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 2559
15:55
Orlando, Orlando International Airport (MCO)
Tue, 22 sep
5h 10min
1 stop
21:05
Boston, Logan (BOS)
Tue, 22 sep
$244
Southwest Airlines
WN 2656
10:05
Orlando, Orlando International Airport (MCO)
Tue, 29 sep
7h 55min
1 stop
18:00
Boston, Logan (BOS)
Tue, 29 sep
$210
Southwest Airlines
WN 2563
12:30
Orlando, Orlando International Airport (MCO)
Tue, 29 sep
7h 30min
1 stop
20:00
Boston, Logan (BOS)
Tue, 29 sep
$116
Southwest Airlines
WN 551 Best price
21:35
Orlando, Orlando International Airport (MCO)
Tue, 20 oct
5h 10min
1 stop
02:45
Boston, Logan (BOS)
Wed, 21 oct +1
$100
Southwest Airlines
WN 2663
01:10
Orlando, Orlando International Airport (MCO)
Mon, 26 apr
11h
1 stop
12:10
Boston, Logan (BOS)
Mon, 26 apr
$216

Low price calendar

September 2026
Price chart (September 2026)
min: $128 · max: $345
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$289
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Good deal
$128
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$155
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$159

Popular Southwest Airlines flights Orlando (Executive) – Boston (Logan)

All →
Flight Departure days Price from
WN551 Tue $100
WN2563 Tue $116
WN2656 Tue $210
WN2663 Mon $216
WN2559 Tue $244

Popular destinations from Orlando

All →
ORL
United States → United States
NYC
from
$18
ORL
United States → United States
ATL
from
$20
ORL
United States → United States
HOU
from
$21
ORL
United States → United States
BNA
from
$23
ORL
United States → United States
AUS
from
$26
ORL
United States → United States
LAS
from
$26
ORL
United States → United States
WAS
from
$27

Popular destinations to Boston

All →
FLL
United States → United States
BOS
from
$44
WAS
Washington — Boston
United States → United States
BOS
from
$45
NYC
United States → United States
BOS
from
$60
CHI
United States → United States
BOS
from
$68
MIA
United States → United States
BOS
from
$68
ATL
United States → United States
BOS
from
$74
BUF
United States → United States
BOS
from
$77
LAX
United States → United States
BOS
from
$79

Flight statistics Orlando (Executive) – Boston (Logan), Southwest Airlines

We gathered interesting facts about the flight for you

Cheapest flight

WN 551

$100

Fastest flight

WN 551

5h 10min

Average time

7h 21min

Distance

1 795 km

Passenger reviews

No reviews for this route yet

Other airlines Orlando (Executive) – Boston (Logan)

Breeze Airways
Thu, Sat
Price from
$53
Jetblue Airways
Mon, Tue, Thu, Sat, Sun
Price from
$92
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$107
Allegiant Air
Sun
Price from
$128

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Frequently Asked Questions

The cheapest Southwest Airlines ticket Orlando – Boston costs $100, flight WN551, departing at 21:35.
The fastest Southwest Airlines flight Orlando – Boston takes 5h 10min, flight WN2559, departing at 15:55.
The earliest Southwest Airlines flight Orlando – Boston(WN2559)departs at 15:55.