Southwest® flights from Chicago-Midway to Richmond from $160

Promo Code

Low fares from Chicago-Midway to Richmond

$

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 01/09/2027

One-way

Basic

From
$160
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/01/2026

One-way

Basic

From
$160
Seen: 5 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 01/13/2027

One-way

Basic

From
$160
Seen: 17 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/19/2026

One-way

Basic

From
$170
Seen: 2 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/23/2026

One-way

Basic

From
$170
Seen: 11 hrs ago

Chicago-Midway (MDW)to

Richmond (RIC)
Depart: 12/05/2026

One-way

Basic

From
$170
Seen: 21 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Chicago-Midway to Richmond

Nov 2026
From$236*
Seen: 18 hrs ago
One Way/Basic
Dec 2026
From$160*
Seen: 5 hrs ago
One Way/Basic
Jan 2027
From$160*
Seen: 17 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $160
cmp-daily-histogram-bars-legend-max-price-aria-label $386
Displaying fares for November-2026
  • MDW–RIC, 11/09/2026: From $236
    09

    Mon

    NOV

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

    Tue

  • MDW–RIC, 11/11/2026: From $236
    11

    Wed

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

    Thu

  • MDW–RIC, 11/13/2026: From $236
    13

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

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

    Wed

  • MDW–RIC, 11/19/2026: From $246
    19

    Thu

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

    Fri

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    21

    Sat

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    22

    Sun

  • MDW–RIC, 11/23/2026: From $236
    23

    Mon

  • MDW–RIC, 11/24/2026: From $236
    24

    Tue

  • MDW–RIC, 11/25/2026: From $236
    25

    Wed

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    26

    Thu

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

    Fri

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

    Sat

  • MDW–RIC, 11/29/2026: From $386
    29

    Sun

  • MDW–RIC, 11/30/2026: From $236
    30

    Mon

  • MDW–RIC, 12/01/2026: From $160
    01

    Tue

    DEC

  • MDW–RIC: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

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

    Thu

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

    Fri

  • MDW–RIC, 12/05/2026: From $170
    05

    Sat

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

    Sun

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

    Mon

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

    Tue

    • Range$160-$386

    *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

    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.

    Explore Flights from Other Popular Origins

    Popular Flights from Chicago-Midway