Southwest® flights from Orlando to Boston from $90

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Low fares from Orlando to Boston

$

Orlando (MCO)to

Boston (BOS)
Depart: 11/04/2026

One-way

Basic

From
$90
Seen: 14 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 11/03/2026

One-way

Basic

From
$90
Seen: 13 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 10/31/2026

One-way

Basic

From
$90
Seen: 5 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 11/17/2026

One-way

Basic

From
$90
Seen: 23 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 10/28/2026

One-way

Basic

From
$90
Seen: 2 hrs ago

Orlando (MCO)to

Boston (BOS)
Depart: 11/14/2026

One-way

Basic

From
$95
Seen: 12 hrs ago

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Explore flights from Orlando to Boston

Oct 2026
From$90*
Seen: 2 hrs ago
One Way/Basic
Nov 2026
From$90*
Seen: 13 hrs ago
One Way/Basic
Dec 2026
From$115*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $90
cmp-daily-histogram-bars-legend-max-price-aria-label $271
Displaying fares for October-2026
  • MCO–BOS, 10/03/2026: From $220
    03

    Sat

    OCT

  • MCO–BOS, 10/04/2026: From $266
    04

    Sun

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    05

    Mon

  • MCO–BOS, 10/06/2026: From $225
    06

    Tue

  • MCO–BOS, 10/07/2026: From $225
    07

    Wed

  • MCO–BOS, 10/08/2026: From $271
    08

    Thu

  • MCO–BOS, 10/09/2026: From $266
    09

    Fri

  • MCO–BOS, 10/10/2026: From $220
    10

    Sat

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    11

    Sun

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

    Mon

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

    Tue

  • MCO–BOS, 10/14/2026: From $225
    14

    Wed

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

    Thu

  • MCO–BOS, 10/16/2026: From $204
    16

    Fri

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    17

    Sat

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    18

    Sun

  • MCO–BOS, 10/19/2026: From $204
    19

    Mon

  • MCO–BOS, 10/20/2026: From $204
    20

    Tue

  • MCO–BOS, 10/21/2026: From $204
    21

    Wed

  • MCO–BOS, 10/22/2026: From $204
    22

    Thu

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

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

    Sat

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

    Sun

  • MCO–BOS, 10/26/2026: From $179
    26

    Mon

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

    Tue

  • MCO–BOS, 10/28/2026: From $90
    28

    Wed

  • MCO–BOS, 10/29/2026: From $150
    29

    Thu

  • MCO–BOS, 10/30/2026: From $150
    30

    Fri

  • MCO–BOS, 10/31/2026: From $90
    31

    Sat

  • MCO–BOS: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

  • MCO–BOS, 11/02/2026: From $140
    02

    Mon

    • Range$90-$271

    *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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