Southwest® flights from El Paso to Chicago (Midway) from $159

Promo Code

Low fares from El Paso to Chicago (Midway)

$

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 09/16/2026

One-way

Basic

From
$159
Seen: 23 hrs ago

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 11/23/2026

One-way

Basic

From
$159
Seen: 21 hrs ago

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 11/02/2026

One-way

Basic

From
$159
Seen: 23 hrs ago

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 10/22/2026

One-way

Basic

From
$159
Seen: 21 hrs ago

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 10/28/2026

One-way

Basic

From
$159
Seen: 19 hrs ago

El Paso (ELP)to

Chicago (Midway) (MDW)
Depart: 09/19/2026

One-way

Basic

From
$159
Seen: 10 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 El Paso to Chicago (Midway)

Aug 2026
From$245*
Seen: 20 hrs ago
One Way/Basic
Sep 2026
From$159*
Seen: 9 hrs ago
One Way/Basic
Oct 2026
From$159*
Seen: 1 hour ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $159
cmp-daily-histogram-bars-legend-max-price-aria-label $310
Displaying fares for August-2026
  • ELP–MDW, 08/22/2026: From $245
    22

    Sat

    AUG

  • ELP–MDW, 08/23/2026: From $301
    23

    Sun

  • ELP–MDW, 08/24/2026: From $301
    24

    Mon

  • ELP–MDW, 08/25/2026: From $245
    25

    Tue

  • ELP–MDW, 08/26/2026: From $245
    26

    Wed

  • ELP–MDW, 08/27/2026: From $301
    27

    Thu

  • ELP–MDW, 08/28/2026: From $301
    28

    Fri

  • ELP–MDW, 08/29/2026: From $245
    29

    Sat

  • ELP–MDW: cmp-view-offers-disclaimer. Find Offers
    30

    Sun

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

    Mon

  • ELP–MDW, 09/01/2026: From $245
    01

    Tue

    SEP

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

    Wed

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

    Thu

  • ELP–MDW, 09/04/2026: From $310
    04

    Fri

  • ELP–MDW, 09/05/2026: From $203
    05

    Sat

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

    Sun

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

    Mon

  • ELP–MDW, 09/08/2026: From $245
    08

    Tue

  • ELP–MDW, 09/09/2026: From $188
    09

    Wed

  • ELP–MDW, 09/10/2026: From $169
    10

    Thu

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

    Fri

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

    Sat

  • ELP–MDW, 09/13/2026: From $238
    13

    Sun

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

    Mon

  • ELP–MDW, 09/15/2026: From $159
    15

    Tue

  • ELP–MDW, 09/16/2026: From $159
    16

    Wed

  • ELP–MDW, 09/17/2026: From $169
    17

    Thu

  • ELP–MDW, 09/18/2026: From $182
    18

    Fri

  • ELP–MDW, 09/19/2026: From $159
    19

    Sat

  • ELP–MDW, 09/20/2026: From $206
    20

    Sun

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

    Mon

    • Range$159-$310

    *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:
    El Paso International Airport
    Arriving at:
    Chicago Midway International Airport
    Average flight time:
    2 hours 54 minutes
    Distance:
    1237 miles

    Route Information

    156† Weekly flights
    • 1‡ Nonstop flight per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 1‡ Nonstop flight 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 El Paso to Chicago (Midway) is 2 hours 54 minutes.
    There are 156 weekly flights from El Paso to Chicago (Midway) on Southwest Airlines.
    Yes, Southwest flies nonstop from El Paso to Chicago (Midway) once per day from Monday through Friday.
    Yes, Southwest flies nonstop from El Paso to Chicago (Midway) once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly El Paso to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
    You can rent a car at Chicago Midway International Airport book yours with your flight.
    Yes! Flights from El Paso to Chicago (Midway)—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 El Paso