Southwest® flights from Cleveland to Boston from $147

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Low fares from Cleveland to Boston

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Cleveland (CLE)to

Boston (BOS)
Depart: 11/16/2026

One-way

Basic

From
$147
Seen: 21 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/18/2026

One-way

Basic

From
$147
Seen: 20 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 12/07/2026

One-way

Basic

From
$147
Seen: 3 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/17/2026

One-way

Basic

From
$147
Seen: 18 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 12/16/2026

One-way

Basic

From
$147
Seen: 22 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 12/17/2026

One-way

Basic

From
$147
Seen: 20 hrs ago

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Explore flights from Cleveland to Boston

Oct 2026
From$304*
Seen: 13 hrs ago
One Way/Basic
Nov 2026
From$147*
Seen: 18 hrs ago
One Way/Basic
Dec 2026
From$147*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $147
cmp-daily-histogram-bars-legend-max-price-aria-label $404
Displaying fares for October-2026
  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    21

    Wed

    OCT

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

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

    Fri

  • CLE–BOS, 10/24/2026: From $404
    24

    Sat

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

    Sun

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

    Mon

  • CLE–BOS, 10/27/2026: From $304
    27

    Tue

  • CLE–BOS, 10/28/2026: From $304
    28

    Wed

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    29

    Thu

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    30

    Fri

  • CLE–BOS, 10/31/2026: From $304
    31

    Sat

  • CLE–BOS, 11/01/2026: From $304
    01

    Sun

    NOV

  • CLE–BOS, 11/02/2026: From $304
    02

    Mon

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    03

    Tue

  • CLE–BOS, 11/04/2026: From $234
    04

    Wed

  • CLE–BOS, 11/05/2026: From $234
    05

    Thu

  • CLE–BOS, 11/06/2026: From $234
    06

    Fri

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    07

    Sat

  • CLE–BOS, 11/08/2026: From $234
    08

    Sun

  • CLE–BOS, 11/09/2026: From $165
    09

    Mon

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    10

    Tue

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

    Wed

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

    Thu

  • CLE–BOS, 11/13/2026: From $168
    13

    Fri

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

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

    Sun

  • CLE–BOS, 11/16/2026: From $147
    16

    Mon

  • CLE–BOS, 11/17/2026: From $147
    17

    Tue

  • CLE–BOS, 11/18/2026: From $147
    18

    Wed

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

    Thu

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

    Fri

    • Range$147-$404

    *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:
    Hopkins International Airport
    Arriving at:
    Logan International Airport
    Distance:
    563 miles

    Questions we hear the most

    There are 120 weekly flights from Cleveland to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Cleveland 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 Cleveland 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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