Southwest® flights from Chicago-Midway to Charlotte from $105

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Low fares from Chicago-Midway to Charlotte

$

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 11/07/2026

One-way

Basic

From
$105
Seen: 12 hrs ago

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 11/11/2026

One-way

Basic

From
$105
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 11/14/2026

One-way

Basic

From
$105
Seen: 20 hrs ago

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 10/28/2026

One-way

Basic

From
$105
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 12/12/2026

One-way

Basic

From
$105
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Charlotte (CLT)
Depart: 11/02/2026

One-way

Basic

From
$105
Seen: 1 hour ago

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Explore flights from Chicago-Midway to Charlotte

Oct 2026
From$105*
Seen: 5 hrs ago
One Way/Basic
Nov 2026
From$105*
Seen: 5 hrs ago
One Way/Basic
Dec 2026
From$105*
Seen: 5 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $105
cmp-daily-histogram-bars-legend-max-price-aria-label $354
Displaying fares for October-2026
  • MDW–CLT, 10/06/2026: From $235
    06

    Tue

    OCT

  • MDW–CLT, 10/07/2026: From $235
    07

    Wed

  • MDW–CLT, 10/08/2026: From $274
    08

    Thu

  • MDW–CLT, 10/09/2026: From $284
    09

    Fri

  • MDW–CLT, 10/10/2026: From $235
    10

    Sat

  • MDW–CLT, 10/11/2026: From $319
    11

    Sun

  • MDW–CLT, 10/12/2026: From $354
    12

    Mon

  • MDW–CLT, 10/13/2026: From $235
    13

    Tue

  • MDW–CLT, 10/14/2026: From $235
    14

    Wed

  • MDW–CLT, 10/15/2026: From $284
    15

    Thu

  • MDW–CLT, 10/16/2026: From $289
    16

    Fri

  • MDW–CLT, 10/17/2026: From $235
    17

    Sat

  • MDW–CLT, 10/18/2026: From $274
    18

    Sun

  • MDW–CLT, 10/19/2026: From $274
    19

    Mon

  • MDW–CLT: cmp-view-offers-disclaimer. Find Offers
    20

    Tue

  • MDW–CLT, 10/21/2026: From $235
    21

    Wed

  • MDW–CLT, 10/22/2026: From $254
    22

    Thu

  • MDW–CLT, 10/23/2026: From $254
    23

    Fri

  • MDW–CLT, 10/24/2026: From $235
    24

    Sat

  • MDW–CLT, 10/25/2026: From $233
    25

    Sun

  • MDW–CLT, 10/26/2026: From $146
    26

    Mon

  • MDW–CLT, 10/27/2026: From $146
    27

    Tue

  • MDW–CLT, 10/28/2026: From $105
    28

    Wed

  • MDW–CLT, 10/29/2026: From $233
    29

    Thu

  • MDW–CLT, 10/30/2026: From $233
    30

    Fri

  • MDW–CLT: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

  • MDW–CLT, 11/01/2026: From $233
    01

    Sun

    NOV

  • MDW–CLT, 11/02/2026: From $105
    02

    Mon

  • MDW–CLT, 11/03/2026: From $146
    03

    Tue

  • MDW–CLT: cmp-view-offers-disclaimer. Find Offers
    04

    Wed

  • MDW–CLT, 11/05/2026: From $188
    05

    Thu

    • Range$105-$354

    *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:
    Chicago Midway International Airport
    Arriving at:
    Douglas Airport
    Average flight time:
    1 hour 50 minutes
    Distance:
    584 miles

    Questions we hear the most

    The average flight time from Chicago (Midway) to Charlotte is 1 hour 50 minutes.
    There are 110 weekly flights from Chicago (Midway) to Charlotte on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Charlotte 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Charlotte once per day on Saturdays and 3 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Charlotte with Southwest, check out our Low Fare Calendar.
    You can rent a car at Douglas Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Charlotte—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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