Southwest® flights from Chicago-Midway to Richmond from $149

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Low fares from Chicago-Midway to Richmond

$

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 11/03/2026

One-way

Basic

From
$149
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 11/02/2026

One-way

Basic

From
$149
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 10/26/2026

One-way

Basic

From
$149
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 11/09/2026

One-way

Basic

From
$149
Seen: 7 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/17/2026

One-way

Basic

From
$149
Seen: 18 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/01/2026

One-way

Basic

From
$149
Seen: 11 hrs ago

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Explore flights from Chicago-Midway to Richmond

Oct 2026
From$149*
Seen: 3 hrs ago
One Way/Basic
Nov 2026
From$149*
Seen: 7 hrs ago
One Way/Basic
Dec 2026
From$149*
Seen: 18 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $149
cmp-daily-histogram-bars-legend-max-price-aria-label $300
Displaying fares for October-2026
  • MDW–RIC, 10/01/2026: From $290
    01

    Thu

    OCT

  • MDW–RIC, 10/02/2026: From $290
    02

    Fri

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

    Sat

  • MDW–RIC, 10/04/2026: From $290
    04

    Sun

  • MDW–RIC, 10/05/2026: From $290
    05

    Mon

  • MDW–RIC, 10/06/2026: From $261
    06

    Tue

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    07

    Wed

  • MDW–RIC, 10/08/2026: From $290
    08

    Thu

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

    Fri

  • MDW–RIC, 10/10/2026: From $261
    10

    Sat

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    11

    Sun

  • MDW–RIC, 10/12/2026: From $300
    12

    Mon

  • MDW–RIC, 10/13/2026: From $270
    13

    Tue

  • MDW–RIC, 10/14/2026: From $258
    14

    Wed

  • MDW–RIC, 10/15/2026: From $258
    15

    Thu

  • MDW–RIC, 10/16/2026: From $258
    16

    Fri

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

    Sat

  • MDW–RIC, 10/18/2026: From $258
    18

    Sun

  • MDW–RIC, 10/19/2026: From $258
    19

    Mon

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

    Tue

  • MDW–RIC, 10/21/2026: From $149
    21

    Wed

  • MDW–RIC, 10/22/2026: From $159
    22

    Thu

  • MDW–RIC, 10/23/2026: From $170
    23

    Fri

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

    Sat

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    25

    Sun

  • MDW–RIC, 10/26/2026: From $149
    26

    Mon

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

    Tue

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

    Wed

  • MDW–RIC, 10/29/2026: From $149
    29

    Thu

  • MDW–RIC, 10/30/2026: From $160
    30

    Fri

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

    Sat

    • Range$149-$300

    *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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