Southwest® flights from Cleveland to Boston from $174

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Low fares from Cleveland to Boston

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Cleveland (CLE)to

Boston (BOS)
Depart: 10/27/2026

One-way

Basic

From
$174
Seen: 14 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 09/29/2026

One-way

Basic

From
$174
Seen: 10 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 12/12/2026

One-way

Basic

From
$174
Seen: 5 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 10/21/2026

One-way

Basic

From
$174
Seen: 15 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/18/2026

One-way

Basic

From
$174
Seen: 8 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 10/13/2026

One-way

Basic

From
$174
Seen: 2 hrs ago

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Explore flights from Cleveland to Boston

Sep 2026
From$174*
Seen: 10 hrs ago
One Way/Basic
Oct 2026
From$174*
Seen: 15 hrs ago
One Way/Basic
Nov 2026
From$174*
Seen: 7 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $174
cmp-daily-histogram-bars-legend-max-price-aria-label $399
Displaying fares for September-2026
  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

    SEP

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

    Thu

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

    Fri

  • CLE–BOS, 09/12/2026: From $399
    12

    Sat

  • CLE–BOS, 09/13/2026: From $399
    13

    Sun

  • CLE–BOS, 09/14/2026: From $389
    14

    Mon

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

    Tue

  • CLE–BOS, 09/16/2026: From $299
    16

    Wed

  • CLE–BOS, 09/17/2026: From $289
    17

    Thu

  • CLE–BOS, 09/18/2026: From $289
    18

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

  • CLE–BOS, 09/23/2026: From $199
    23

    Wed

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

    Thu

  • CLE–BOS, 09/25/2026: From $249
    25

    Fri

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

    Sat

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

    Sun

  • CLE–BOS, 09/28/2026: From $193
    28

    Mon

  • CLE–BOS, 09/29/2026: From $174
    29

    Tue

  • CLE–BOS, 09/30/2026: From $193
    30

    Wed

  • CLE–BOS, 10/01/2026: From $234
    01

    Thu

    OCT

  • CLE–BOS, 10/02/2026: From $224
    02

    Fri

  • CLE–BOS, 10/03/2026: From $193
    03

    Sat

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    04

    Sun

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

    Mon

  • CLE–BOS: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

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

    Wed

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

    Thu

    • Range$174-$399

    *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

    Route Information

    120† 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 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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