Southwest® flights from Boston to Orlando from $100

Promo Code

Low fares from Boston to Orlando

$

Boston (BOS)to

Orlando (MCO)
Depart: 10/21/2026

One-way

Basic

From
$100
Seen: 4 hrs ago

Boston (BOS)to

Orlando (MCO)
Depart: 10/14/2026

One-way

Basic

From
$100
Seen: 2 hrs ago

Boston (BOS)to

Orlando (MCO)
Depart: 11/11/2026

One-way

Basic

From
$100
Seen: 18 hrs ago

Boston (BOS)to

Orlando (MCO)
Depart: 10/06/2026

One-way

Basic

From
$100
Seen: 21 hrs ago

Boston (BOS)to

Orlando (MCO)
Depart: 10/20/2026

One-way

Basic

From
$100
Seen: 4 hrs ago

Boston (BOS)to

Orlando (MCO)
Depart: 11/14/2026

One-way

Basic

From
$100
Seen: 4 hrs ago
Two happy travelers riding a scooter at sunset, promoting low-fare flights.

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Boston to Orlando

cmp-daily-histogram-bars-legend-min-price-aria-label $100
cmp-daily-histogram-bars-legend-max-price-aria-label $446
Displaying fares for September-2026
  • BOS–MCO, 09/15/2026: From $225
    15

    Tue

    SEP

  • BOS–MCO, 09/16/2026: From $225
    16

    Wed

  • BOS–MCO, 09/17/2026: From $266
    17

    Thu

  • BOS–MCO, 09/18/2026: From $256
    18

    Fri

  • BOS–MCO, 09/19/2026: From $215
    19

    Sat

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    20

    Sun

  • BOS–MCO, 09/21/2026: From $266
    21

    Mon

  • BOS–MCO, 09/22/2026: From $225
    22

    Tue

  • BOS–MCO, 09/23/2026: From $225
    23

    Wed

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    24

    Thu

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    25

    Fri

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    26

    Sat

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    27

    Sun

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    28

    Mon

  • BOS–MCO, 09/29/2026: From $225
    29

    Tue

  • BOS–MCO, 09/30/2026: From $215
    30

    Wed

  • BOS–MCO, 10/01/2026: From $249
    01

    Thu

    OCT

  • BOS–MCO, 10/02/2026: From $249
    02

    Fri

  • BOS–MCO, 10/03/2026: From $215
    03

    Sat

  • BOS–MCO, 10/04/2026: From $254
    04

    Sun

  • BOS–MCO, 10/05/2026: From $165
    05

    Mon

  • BOS–MCO, 10/06/2026: From $100
    06

    Tue

  • BOS–MCO, 10/07/2026: From $150
    07

    Wed

  • BOS–MCO, 10/08/2026: From $254
    08

    Thu

  • BOS–MCO, 10/09/2026: From $446
    09

    Fri

  • BOS–MCO, 10/10/2026: From $218
    10

    Sat

  • BOS–MCO, 10/11/2026: From $266
    11

    Sun

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    12

    Mon

  • BOS–MCO: cmp-view-offers-disclaimer. Find Offers
    13

    Tue

  • BOS–MCO, 10/14/2026: From $100
    14

    Wed

  • Range$100-$446

    Flight Details

    Departing from:
    Logan International Airport
    Arriving at:
    Orlando International Airport
    Distance:
    1121 miles

    Route Information

    153 Weekly flights

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Explore Orlando

    Get to know Orlando to the fullest. It doesn’t matter if it’s your first trip to Orlando or your hundredth—this city offers something new with each visit. Located in the middle of the Sunshine State, you can count on beautiful weather to help make your trip memorable. However, sunny days aren’t Orlando’s only badge of pride. Not many cities can boast more than a dozen theme parks, and Orlando is home to a few of the most famous parks in the world. As far as food goes, Orlando’s thriving restaurant scene is one of the city’s best-kept secrets. And with botanical gardens, nearby beaches, and the Everglades to explore, you’ll enjoy your daily dose of nature, Orlando-style.

    Before you meet the friendly people of Orlando, why not meet the city’s gators? At the city’s wildlife preserves, you can say hello to thousands of alligators and crocodiles. Even if you’ve seen an alligator before, the rare ivory alligators that live in this area may still surprise you. Would you like a thrilling experience that doesn’t involve rows of alligator teeth? Orlando’s sky-high roller coasters are another beast that you might like. With so many theme parks, there are plenty of rides to choose from, with something for everyone ages 1 to 100.

    Questions we hear the most

    There are 153 weekly flights from Boston to Orlando on Southwest Airlines.
    To find the lowest fares by day and time to fly Boston to Orlando with Southwest, check out our Low Fare Calendar.
    You can rent a car at Orlando International Airport book yours with your flight.
    Yes! Flights from Boston to Orlando—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

    Popular Flights from Boston