Southwest® flights from Chicago (Midway) to Richmond from $119

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Low fares from Chicago (Midway) to Richmond

$

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/20/2026

One-way

Basic

From
$119
Seen: 19 hrs ago

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/28/2026

One-way

Basic

From
$119
Seen: 15 hrs ago

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/31/2026

One-way

Basic

From
$119
Seen: 1 hour ago

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/27/2026

One-way

Basic

From
$119
Seen: 14 hrs ago

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/07/2026

One-way

Basic

From
$119
Seen: 16 hrs ago

Chicago (Midway) (MDW)to

Richmond (RIC)
Depart: 10/21/2026

One-way

Basic

From
$119
Seen: 2 hrs ago

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Explore flights from Chicago (Midway) to Richmond

Aug 2026
From$241*
Seen: 3 hrs ago
One Way/Basic
Sep 2026
From$119*
Seen: 22 hrs ago
One Way/Basic
Oct 2026
From$119*
Seen: 14 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $321
Displaying fares for August-2026
  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

    AUG

  • MDW–RIC, 08/22/2026: From $241
    22

    Sat

  • MDW–RIC, 08/23/2026: From $285
    23

    Sun

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

    Mon

  • MDW–RIC, 08/25/2026: From $241
    25

    Tue

  • MDW–RIC, 08/26/2026: From $241
    26

    Wed

  • MDW–RIC, 08/27/2026: From $270
    27

    Thu

  • MDW–RIC, 08/28/2026: From $270
    28

    Fri

  • MDW–RIC, 08/29/2026: From $241
    29

    Sat

  • MDW–RIC, 08/30/2026: From $270
    30

    Sun

  • MDW–RIC, 08/31/2026: From $270
    31

    Mon

  • MDW–RIC, 09/01/2026: From $270
    01

    Tue

    SEP

  • MDW–RIC, 09/02/2026: From $241
    02

    Wed

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    03

    Thu

  • MDW–RIC, 09/04/2026: From $238
    04

    Fri

  • MDW–RIC, 09/05/2026: From $187
    05

    Sat

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    06

    Sun

  • MDW–RIC, 09/07/2026: From $321
    07

    Mon

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

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

    Wed

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    10

    Thu

  • MDW–RIC, 09/11/2026: From $129
    11

    Fri

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    13

    Sun

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    14

    Mon

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    15

    Tue

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    17

    Thu

  • MDW–RIC, 09/18/2026: From $129
    18

    Fri

  • MDW–RIC, 09/19/2026: From $119
    19

    Sat

  • MDW–RIC, 09/20/2026: From $200
    20

    Sun

    • Range$119-$321

    *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:
    Richmond International Airport
    Average flight time:
    1 hour 50 minutes
    Distance:
    629 miles

    Route Information

    77† Weekly flights
    • 1‡ Nonstop flight per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 2‡ 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 Richmond is 1 hour 50 minutes.
    There are 77 weekly flights from Chicago (Midway) to Richmond on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Richmond once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Richmond once per day on Saturdays and 2 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Richmond with Southwest, check out our Low Fare Calendar.
    You can rent a car at Richmond International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Richmond—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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