Southwest® flights from Cleveland to Boston from $189

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Low fares from Cleveland to Boston

$

Cleveland (CLE)to

Boston (BOS)
Depart: 11/04/2026

One-way

Basic

From
$189
Seen: 14 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/02/2026

One-way

Basic

From
$189
Seen: 6 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 10/22/2026

One-way

Basic

From
$189
Seen: 2 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/12/2026

One-way

Basic

From
$189
Seen: 4 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 11/24/2026

One-way

Basic

From
$189
Seen: 3 hrs ago

Cleveland (CLE)to

Boston (BOS)
Depart: 12/02/2026

One-way

Basic

From
$189
Seen: 12 hrs ago

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Explore flights from Cleveland to Boston

Sep 2026
From$474*
Seen: 19 hrs ago
One Way/Basic
Oct 2026
From$189*
Seen: 2 hrs ago
One Way/Basic
Nov 2026
From$189*
Seen: 14 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $189
cmp-daily-histogram-bars-legend-max-price-aria-label $474
Displaying fares for September-2026
  • CLE–BOS, 09/30/2026: From $474
    30

    Wed

    SEP

  • CLE–BOS, 10/01/2026: From $474
    01

    Thu

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

    Fri

  • CLE–BOS, 10/03/2026: From $419
    03

    Sat

  • CLE–BOS, 10/04/2026: From $419
    04

    Sun

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

    Mon

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

    Tue

  • CLE–BOS, 10/07/2026: From $319
    07

    Wed

  • CLE–BOS, 10/08/2026: From $319
    08

    Thu

  • CLE–BOS, 10/09/2026: From $319
    09

    Fri

  • CLE–BOS, 10/10/2026: From $319
    10

    Sat

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

    Sun

  • CLE–BOS, 10/12/2026: From $319
    12

    Mon

  • CLE–BOS, 10/13/2026: From $219
    13

    Tue

  • CLE–BOS, 10/14/2026: From $219
    14

    Wed

  • CLE–BOS, 10/15/2026: From $279
    15

    Thu

  • CLE–BOS, 10/16/2026: From $279
    16

    Fri

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

    Sat

  • CLE–BOS, 10/18/2026: From $279
    18

    Sun

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

    Mon

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

    Tue

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

    Wed

  • CLE–BOS, 10/22/2026: From $189
    22

    Thu

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

    Fri

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

    Sat

  • CLE–BOS, 10/25/2026: From $254
    25

    Sun

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

    Mon

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

    Tue

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

    Wed

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

    Thu

    • Range$189-$474

    *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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