Southwest® flights from Chicago-Midway to St. Louis from $70

Promo Code

Low fares from Chicago-Midway to St. Louis

$

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 12/29/2026

One-way

Basic

From
$70
Seen: 15 hrs ago

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 01/09/2027

One-way

Basic

From
$70
Seen: 13 hrs ago

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 02/17/2027

One-way

Basic

From
$70
Seen: 12 hrs ago

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 12/16/2026

One-way

Basic

From
$70
Seen: 4 hrs ago

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 02/06/2027

One-way

Basic

From
$70
Seen: 5 hrs ago

Chicago-Midway (MDW)to

St. Louis (STL)
Depart: 12/12/2026

One-way

Basic

From
$70
Seen: 1 hour ago
Two happy travelers riding a scooter at sunset, promoting low-fare flights.

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 St. Louis

cmp-daily-histogram-bars-legend-min-price-aria-label $70
cmp-daily-histogram-bars-legend-max-price-aria-label $292
Displaying fares for November-2026
  • MDW–STL, 11/10/2026: From $268
    10

    Tue

    NOV

  • MDW–STL, 11/11/2026: From $268
    11

    Wed

  • MDW–STL, 11/12/2026: From $268
    12

    Thu

  • MDW–STL, 11/13/2026: From $268
    13

    Fri

  • MDW–STL, 11/14/2026: From $268
    14

    Sat

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

    Sun

  • MDW–STL, 11/16/2026: From $268
    16

    Mon

  • MDW–STL, 11/17/2026: From $268
    17

    Tue

  • MDW–STL, 11/18/2026: From $268
    18

    Wed

  • MDW–STL: cmp-view-offers-disclaimer. Find Offers
    19

    Thu

  • MDW–STL, 11/20/2026: From $268
    20

    Fri

  • MDW–STL, 11/21/2026: From $268
    21

    Sat

  • MDW–STL, 11/22/2026: From $268
    22

    Sun

  • MDW–STL, 11/23/2026: From $260
    23

    Mon

  • MDW–STL, 11/24/2026: From $260
    24

    Tue

  • MDW–STL, 11/25/2026: From $260
    25

    Wed

  • MDW–STL, 11/26/2026: From $292
    26

    Thu

  • MDW–STL, 11/27/2026: From $260
    27

    Fri

  • MDW–STL, 11/28/2026: From $268
    28

    Sat

  • MDW–STL, 11/29/2026: From $268
    29

    Sun

  • MDW–STL, 11/30/2026: From $250
    30

    Mon

  • MDW–STL, 12/01/2026: From $99
    01

    Tue

    DEC

  • MDW–STL, 12/02/2026: From $70
    02

    Wed

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

    Thu

  • MDW–STL, 12/04/2026: From $95
    04

    Fri

  • MDW–STL, 12/05/2026: From $70
    05

    Sat

  • MDW–STL, 12/06/2026: From $220
    06

    Sun

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

    Mon

  • MDW–STL, 12/08/2026: From $70
    08

    Tue

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

    Wed

  • Range$70-$292

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Lambert-St Louis Int'l Airport
    Average flight time:
    1 hour 11 minutes
    Distance:
    251 miles

    Explore St. Louis

    There might be nothing more famous in St. Louis than the arch on the Mississippi. Officially known as the Gateway Arch, it was built in the 1960s and stands at 630 feet tall. The arch helps to honor Lewis and Clark’s 19th-century explorations as well as the expansion to the West. Visit the Museum at the Gateway Arch, a National Park landmark, and learn about the Louisiana Purchase, the Dred Scott case, and more.

    You may be coming from the home of deep dish pizza, but did you know that St. Louis is known for its own style of pizza? Its sauce features more oregano than other types of pizza, and the pizza is frequently made with Provel cheese, a type of processed cheese that combines provolone, Swiss, and white cheddar. With a thin, cracker-like crust, Provel cheese, and square slices, you may find yourself flying back to St. Louis more frequently thanks to this unique style of pizza.

    Questions we hear the most

    The average flight time from Chicago (Midway) to St. Louis is 1 hour 11 minutes.
    There are 156 weekly flights from Chicago (Midway) to St. Louis on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to St. Louis 4 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to St. Louis 3 times per day on Saturdays and 4 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to St. Louis with Southwest, check out our Low Fare Calendar.
    You can rent a car at Lambert-St Louis Int'l Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to St. Louis—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.

    Popular Flights from Chicago-Midway