Southwest® flights from Chicago-Midway to Washington D.C. Reagan National from $150

Promo Code

Low fares from Chicago-Midway to Washington D.C. Reagan National

$

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 12/21/2026

One-way

Basic

From
$150
Seen: 20 hrs ago

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 10/27/2026

One-way

Basic

From
$150
Seen: 22 hrs ago

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 12/16/2026

One-way

Basic

From
$150
Seen: 13 hrs ago

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 12/12/2026

One-way

Basic

From
$150
Seen: 15 hrs ago

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 11/23/2026

One-way

Basic

From
$150
Seen: 19 hrs ago

Chicago-Midway (MDW)to

Washington D.C. Reagan National (DCA)
Depart: 11/27/2026

One-way

Basic

From
$164
Seen: 17 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 Washington D.C. Reagan National

Sep 2026
From$237*
Seen: 18 hrs ago
One Way/Basic
Oct 2026
From$150*
Seen: 22 hrs ago
One Way/Basic
Nov 2026
From$150*
Seen: 19 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $180
cmp-daily-histogram-bars-legend-max-price-aria-label $291
Displaying fares for September-2026
  • MDW–DCA, 09/12/2026: From $259
    12

    Sat

    SEP

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

    Sun

  • MDW–DCA, 09/14/2026: From $291
    14

    Mon

  • MDW–DCA, 09/15/2026: From $259
    15

    Tue

  • MDW–DCA, 09/16/2026: From $259
    16

    Wed

  • MDW–DCA, 09/17/2026: From $291
    17

    Thu

  • MDW–DCA, 09/18/2026: From $291
    18

    Fri

  • MDW–DCA, 09/19/2026: From $259
    19

    Sat

  • MDW–DCA, 09/20/2026: From $291
    20

    Sun

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

    Mon

  • MDW–DCA, 09/22/2026: From $259
    22

    Tue

  • MDW–DCA, 09/23/2026: From $259
    23

    Wed

  • MDW–DCA, 09/24/2026: From $291
    24

    Thu

  • MDW–DCA, 09/25/2026: From $247
    25

    Fri

  • MDW–DCA, 09/26/2026: From $247
    26

    Sat

  • MDW–DCA, 09/27/2026: From $247
    27

    Sun

  • MDW–DCA, 09/28/2026: From $247
    28

    Mon

  • MDW–DCA, 09/29/2026: From $247
    29

    Tue

  • MDW–DCA, 09/30/2026: From $237
    30

    Wed

  • MDW–DCA, 10/01/2026: From $247
    01

    Thu

    OCT

  • MDW–DCA, 10/02/2026: From $180
    02

    Fri

  • MDW–DCA, 10/03/2026: From $180
    03

    Sat

  • MDW–DCA, 10/04/2026: From $210
    04

    Sun

  • MDW–DCA, 10/05/2026: From $180
    05

    Mon

  • MDW–DCA, 10/06/2026: From $180
    06

    Tue

  • MDW–DCA, 10/07/2026: From $180
    07

    Wed

  • MDW–DCA, 10/08/2026: From $180
    08

    Thu

  • MDW–DCA, 10/09/2026: From $210
    09

    Fri

  • MDW–DCA, 10/10/2026: From $180
    10

    Sat

  • MDW–DCA, 10/11/2026: From $205
    11

    Sun

    • Range$180-$291

    *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:
    Ronald Reagan National Airport
    Average flight time:
    1 hour 47 minutes
    Distance:
    601 miles

    Route Information

    154† Weekly flights
    • 6‡ Nonstop flights per day Monday through Friday
    • 5‡ Nonstop flights on Saturday
    • 6‡ 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 Washington, D.C. (Reagan National) is 1 hour 47 minutes.
    There are 154 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Washington, D.C. (Reagan National) 6 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Washington, D.C. (Reagan National) 5 times per day on Saturdays and 6 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Washington, D.C. (Reagan National) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Ronald Reagan National Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Washington, D.C. (Reagan National)—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