Southwest® flights from Chicago-Midway to Raleigh/Durham from $129

Promo Code

Low fares from Chicago-Midway to Raleigh/Durham

$

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 11/05/2026

One-way

Basic

From
$129
Seen: 13 hrs ago

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 11/09/2026

One-way

Basic

From
$129
Seen: 21 hrs ago

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 10/31/2026

One-way

Basic

From
$129
Seen: 8 hrs ago

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 10/28/2026

One-way

Basic

From
$129
Seen: 2 hrs ago

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 10/29/2026

One-way

Basic

From
$129
Seen: 55 minutes ago

Chicago-Midway (MDW)to

Raleigh/Durham (RDU)
Depart: 10/10/2026

One-way

Basic

From
$129
Seen: 22 hrs ago

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Explore flights from Chicago-Midway to Raleigh/Durham

Sep 2026
From$232*
Seen: 6 hrs ago
One Way/Basic
Oct 2026
From$129*
Seen: 10 hrs ago
One Way/Basic
Nov 2026
From$129*
Seen: 16 minutes ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $129
cmp-daily-histogram-bars-legend-max-price-aria-label $260
Displaying fares for September-2026
  • MDW–RDU, 09/10/2026: From $260
    10

    Thu

    SEP

  • MDW–RDU, 09/11/2026: From $260
    11

    Fri

  • MDW–RDU, 09/12/2026: From $232
    12

    Sat

  • MDW–RDU, 09/13/2026: From $260
    13

    Sun

  • MDW–RDU, 09/14/2026: From $260
    14

    Mon

  • MDW–RDU, 09/15/2026: From $232
    15

    Tue

  • MDW–RDU, 09/16/2026: From $232
    16

    Wed

  • MDW–RDU, 09/17/2026: From $260
    17

    Thu

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    18

    Fri

  • MDW–RDU, 09/19/2026: From $232
    19

    Sat

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

    Sun

  • MDW–RDU, 09/21/2026: From $260
    21

    Mon

  • MDW–RDU, 09/22/2026: From $232
    22

    Tue

  • MDW–RDU, 09/23/2026: From $232
    23

    Wed

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    24

    Thu

  • MDW–RDU, 09/25/2026: From $260
    25

    Fri

  • MDW–RDU, 09/26/2026: From $232
    26

    Sat

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    27

    Sun

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    28

    Mon

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    29

    Tue

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    30

    Wed

  • MDW–RDU, 10/01/2026: From $162
    01

    Thu

    OCT

  • MDW–RDU, 10/02/2026: From $149
    02

    Fri

  • MDW–RDU, 10/03/2026: From $129
    03

    Sat

  • MDW–RDU, 10/04/2026: From $227
    04

    Sun

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    05

    Mon

  • MDW–RDU, 10/06/2026: From $129
    06

    Tue

  • MDW–RDU, 10/07/2026: From $129
    07

    Wed

  • MDW–RDU, 10/08/2026: From $172
    08

    Thu

  • MDW–RDU: cmp-view-offers-disclaimer. Find Offers
    09

    Fri

    • Range$129-$260

    *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:
    Raleigh/Durham Airport
    Average flight time:
    1 hour 50 minutes
    Distance:
    632 miles

    Route Information

    153† Weekly flights
    • 2‡ Nonstop flights per day Monday through Friday
    • 2‡ Nonstop flights on Saturday
    • 3‡ Nonstop flights on Sunday

    † 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

    The average flight time from Chicago (Midway) to Raleigh/Durham is 1 hour 50 minutes.
    There are 153 weekly flights from Chicago (Midway) to Raleigh/Durham on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Raleigh/Durham 2 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Raleigh/Durham 2 times 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 Raleigh/Durham with Southwest, check out our Low Fare Calendar.
    You can rent a car at Raleigh/Durham Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Raleigh/Durham—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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