Southwest® flights from Orlando to Boston from $130

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Low fares from Orlando to Boston

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Orlando (MCO)to

Boston (BOS)
Depart: 11/04/2026

One-way

Basic

From
$130
Seen: 15 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 11/18/2026

One-way

Basic

From
$130
Seen: 22 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 11/13/2026

One-way

Basic

From
$156
Seen: 23 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 10/24/2026

One-way

Basic

From
$156
Seen: 21 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 10/06/2026

One-way

Basic

From
$156
Seen: 19 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 09/06/2026

One-way

Basic

From
$156
Seen: 21 hrs ago

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Explore flights from Orlando to Boston

Aug 2026
From$195*
Seen: 13 hrs ago
One Way/Basic
Sep 2026
From$156*
Seen: 22 hrs ago
One Way/Basic
Oct 2026
From$156*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $156
cmp-daily-histogram-bars-legend-max-price-aria-label $349
Displaying fares for August-2026
  • MCO–BOS, 08/22/2026: From $195
    22

    Sat

    AUG

  • MCO–BOS, 08/23/2026: From $236
    23

    Sun

  • MCO–BOS, 08/24/2026: From $236
    24

    Mon

  • MCO–BOS, 08/25/2026: From $195
    25

    Tue

  • MCO–BOS, 08/26/2026: From $195
    26

    Wed

  • MCO–BOS, 08/27/2026: From $236
    27

    Thu

  • MCO–BOS, 08/28/2026: From $236
    28

    Fri

  • MCO–BOS, 08/29/2026: From $195
    29

    Sat

  • MCO–BOS, 08/30/2026: From $236
    30

    Sun

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    31

    Mon

  • MCO–BOS, 09/01/2026: From $195
    01

    Tue

    SEP

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

  • MCO–BOS, 09/03/2026: From $224
    03

    Thu

  • MCO–BOS, 09/04/2026: From $296
    04

    Fri

  • MCO–BOS, 09/05/2026: From $195
    05

    Sat

  • MCO–BOS, 09/06/2026: From $156
    06

    Sun

  • MCO–BOS, 09/07/2026: From $349
    07

    Mon

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

  • MCO–BOS, 09/09/2026: From $156
    09

    Wed

  • MCO–BOS, 09/10/2026: From $188
    10

    Thu

  • MCO–BOS, 09/11/2026: From $156
    11

    Fri

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

    Sat

  • MCO–BOS, 09/13/2026: From $199
    13

    Sun

  • MCO–BOS, 09/14/2026: From $188
    14

    Mon

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    15

    Tue

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • MCO–BOS, 09/17/2026: From $188
    17

    Thu

  • MCO–BOS, 09/18/2026: From $255
    18

    Fri

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    19

    Sat

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

    Sun

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    21

    Mon

    • Range$156-$349

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

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

    Route Information

    154† 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.

    Questions we hear the most

    There are 154 weekly flights from Orlando to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Orlando to Boston with Southwest, check out our Low Fare Calendar.
    You can rent a car at Logan International Airport book yours with your flight.
    Yes! Flights from Orlando to Boston—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.

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