Southwest® flights from Hartford/Springfield to Fort Myers/Naples from $160

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Low fares from Hartford/Springfield to Fort Myers/Naples

$

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 11/09/2026

One-way

Basic

From
$160
Seen: 21 hrs ago

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 12/14/2026

One-way

Basic

From
$160
Seen: 20 hrs ago

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 12/10/2026

One-way

Basic

From
$160
Seen: 19 hrs ago

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 10/25/2026

One-way

Basic

From
$160
Seen: 7 hrs ago

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 10/23/2026

One-way

Basic

From
$160
Seen: 13 hrs ago

Hartford/Springfield (BDL)to

Fort Myers/Naples (RSW)
Depart: 12/12/2026

One-way

Basic

From
$160
Seen: 15 hrs ago

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Explore flights from Hartford/Springfield to Fort Myers/Naples

Oct 2026
From$160*
Seen: 7 hrs ago
One Way/Basic
Nov 2026
From$160*
Seen: 18 hrs ago
One Way/Basic
Dec 2026
From$160*
Seen: 20 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $160
cmp-daily-histogram-bars-legend-max-price-aria-label $359
Displaying fares for October-2026
  • BDL–RSW, 10/02/2026: From $359
    02

    Fri

    OCT

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • BDL–RSW, 10/04/2026: From $334
    04

    Sun

  • BDL–RSW, 10/05/2026: From $324
    05

    Mon

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

  • BDL–RSW, 10/07/2026: From $324
    07

    Wed

  • BDL–RSW, 10/08/2026: From $269
    08

    Thu

  • BDL–RSW, 10/09/2026: From $274
    09

    Fri

  • BDL–RSW, 10/10/2026: From $269
    10

    Sat

  • BDL–RSW, 10/11/2026: From $269
    11

    Sun

  • BDL–RSW, 10/12/2026: From $269
    12

    Mon

  • BDL–RSW, 10/13/2026: From $269
    13

    Tue

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    14

    Wed

  • BDL–RSW, 10/15/2026: From $224
    15

    Thu

  • BDL–RSW, 10/16/2026: From $204
    16

    Fri

  • BDL–RSW, 10/17/2026: From $204
    17

    Sat

  • BDL–RSW, 10/18/2026: From $244
    18

    Sun

  • BDL–RSW, 10/19/2026: From $215
    19

    Mon

  • BDL–RSW, 10/20/2026: From $174
    20

    Tue

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    21

    Wed

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

  • BDL–RSW, 10/23/2026: From $160
    23

    Fri

  • BDL–RSW, 10/24/2026: From $160
    24

    Sat

  • BDL–RSW, 10/25/2026: From $160
    25

    Sun

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    26

    Mon

  • BDL–RSW, 10/27/2026: From $160
    27

    Tue

  • BDL–RSW, 10/28/2026: From $160
    28

    Wed

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    29

    Thu

  • BDL–RSW, 10/30/2026: From $160
    30

    Fri

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

  • BDL–RSW: cmp-view-offers-disclaimer. Find Offers
    01

    Sun

    NOV

    • Range$160-$359

    *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:
    Bradley International Airport
    Arriving at:
    Southwest Florida Regional Airport
    Distance:
    1180 miles

    Route Information

    98† 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 98 weekly flights from Hartford/Springfield to Fort Myers/Naples on Southwest Airlines.
    To find the lowest fares by day and time to fly Hartford/Springfield to Fort Myers/Naples with Southwest, check out our Low Fare Calendar.
    You can rent a car at Southwest Florida Regional Airport book yours with your flight.
    Yes! Flights from Hartford/Springfield to Fort Myers/Naples—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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