Southwest® flights from Cleveland to Pensacola from $141

Promo Code

Low fares from Cleveland to Pensacola

$

Cleveland (CLE)to

Pensacola (PNS)
Depart: 11/19/2026

One-way

Basic

From
$141
Seen: 12 hrs ago

Cleveland (CLE)to

Pensacola (PNS)
Depart: 11/21/2026

One-way

Basic

From
$141
Seen: 15 hrs ago

Cleveland (CLE)to

Pensacola (PNS)
Depart: 11/10/2026

One-way

Basic

From
$141
Seen: 17 hrs ago

Cleveland (CLE)to

Pensacola (PNS)
Depart: 11/18/2026

One-way

Basic

From
$141
Seen: 11 hrs ago

Cleveland (CLE)to

Pensacola (PNS)
Depart: 11/17/2026

One-way

Basic

From
$141
Seen: 7 hrs ago

Cleveland (CLE)to

Pensacola (PNS)
Depart: 12/22/2026

One-way

Basic

From
$146
Seen: 16 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Cleveland to Pensacola

Oct 2026
From$414*
Seen: 3 hrs ago
One Way/Basic
Nov 2026
From$141*
Seen: 17 hrs ago
One Way/Basic
Dec 2026
From$146*
Seen: 16 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $141
cmp-daily-histogram-bars-legend-max-price-aria-label $519
Displaying fares for October-2026
  • CLE–PNS: cmp-view-offers-disclaimer. Find Offers
    24

    Sat

    OCT

  • CLE–PNS, 10/25/2026: From $519
    25

    Sun

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

    Mon

  • CLE–PNS, 10/27/2026: From $519
    27

    Tue

  • CLE–PNS, 10/28/2026: From $519
    28

    Wed

  • CLE–PNS, 10/29/2026: From $519
    29

    Thu

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

    Fri

  • CLE–PNS, 10/31/2026: From $414
    31

    Sat

  • CLE–PNS, 11/01/2026: From $414
    01

    Sun

    NOV

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

    Mon

  • CLE–PNS, 11/03/2026: From $414
    03

    Tue

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

    Wed

  • CLE–PNS, 11/05/2026: From $414
    05

    Thu

  • CLE–PNS, 11/06/2026: From $305
    06

    Fri

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

    Sat

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

    Sun

  • CLE–PNS: cmp-view-offers-disclaimer. Find Offers
    09

    Mon

  • CLE–PNS, 11/10/2026: From $141
    10

    Tue

  • CLE–PNS, 11/11/2026: From $171
    11

    Wed

  • CLE–PNS, 11/12/2026: From $147
    12

    Thu

  • CLE–PNS, 11/13/2026: From $152
    13

    Fri

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

    Sat

  • CLE–PNS, 11/15/2026: From $152
    15

    Sun

  • CLE–PNS, 11/16/2026: From $229
    16

    Mon

  • CLE–PNS, 11/17/2026: From $141
    17

    Tue

  • CLE–PNS, 11/18/2026: From $141
    18

    Wed

  • CLE–PNS, 11/19/2026: From $141
    19

    Thu

  • CLE–PNS, 11/20/2026: From $229
    20

    Fri

  • CLE–PNS, 11/21/2026: From $141
    21

    Sat

  • CLE–PNS, 11/22/2026: From $152
    22

    Sun

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

    Mon

    • Range$141-$519

    *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:
    Pensacola International Airport
    Distance:
    811 miles

    Questions we hear the most

    There are 55 weekly flights from Cleveland to Pensacola on Southwest Airlines.
    To find the lowest fares by day and time to fly Cleveland to Pensacola with Southwest, check out our Low Fare Calendar.
    You can rent a car at Pensacola International Airport book yours with your flight.
    Yes! Flights from Cleveland to Pensacola—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.

    Explore Flights from Other Popular Origins

    Popular Flights from Cleveland